Comparative methods for PET image segmentation in pharyngolaryngeal squamous cell carcinoma

Several methods have been proposed for the segmentation of ¹⁸F-FDG uptake in PET. In this study, we assessed the performance of four categories of ¹⁸F-FDG PET image segmentation techniques in pharyngolaryngeal squamous cell carcinoma using clinical studies where the surgical specimen served as the benchmark

Artificial neural network-statistical approach for PET volume analysis and classification

Copyright © 2012 The Authors. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.This article has been made available through the Brunel Open Access Publishing Fund.The increasing number of imaging studies and the prevailing application of positron emission tomography (PET) in clinical oncology have led to a real need for efficient PET volume handling and the development of new volume analysis approaches to aid the clinicians in the clinical diagnosis, planning of treatment, and assessment of response to therapy. A novel automated system for oncological PET volume analysis is proposed in this work. The proposed intelligent system deploys two types of artificial neural networks (ANNs) for classifying PET volumes. The first methodology is a competitive neural network (CNN), whereas the second one is based on learning vector quantisation neural network (LVQNN). Furthermore, Bayesian information criterion (BIC) is used in this system to assess the optimal number of classes for each PET data set and assist the ANN blocks to achieve accurate analysis by providing the best number of classes. The system evaluation was carried out using experimental phantom studies (NEMA IEC image quality body phantom), simulated PET studies using the Zubal phantom, and clinical studies representative of nonsmall cell lung cancer and pharyngolaryngeal squamous cell carcinoma. The proposed analysis methodology of clinical oncological PET data has shown promising results and can successfully classify and quantify malignant lesions.This study was supported by the Swiss National Science Foundation under Grant SNSF 31003A-125246, Geneva Cancer League, and the Indo Swiss Joint Research Programme ISJRP 138866. This article is made available through the Brunel Open Access Publishing Fund

PET-guided delineation of radiation therapy treatment volumes: a survey of image segmentation techniques

Historically, anatomical CT and MR images were used to delineate the gross tumour volumes (GTVs) for radiotherapy treatment planning. The capabilities offered by modern radiation therapy units and the widespread availability of combined PET/CT scanners stimulated the development of biological PET imaging-guided radiation therapy treatment planning with the aim to produce highly conformal radiation dose distribution to the tumour. One of the most difficult issues facing PET-based treatment planning is the accurate delineation of target regions from typical blurred and noisy functional images. The major problems encountered are image segmentation and imperfect system response function. Image segmentation is defined as the process of classifying the voxels of an image into a set of distinct classes. The difficulty in PET image segmentation is compounded by the low spatial resolution and high noise characteristics of PET images. Despite the difficulties and known limitations, several image segmentation approaches have been proposed and used in the clinical setting including thresholding, edge detection, region growing, clustering, stochastic models, deformable models, classifiers and several other approaches. A detailed description of the various approaches proposed in the literature is reviewed. Moreover, we also briefly discuss some important considerations and limitations of the widely used techniques to guide practitioners in the field of radiation oncology. The strategies followed for validation and comparative assessment of various PET segmentation approaches are described. Future opportunities and the current challenges facing the adoption of PET-guided delineation of target volumes and its role in basic and clinical research are also addresse

Novel aspects for methodology and utilization of PET/CT imaging in head and neck cancer

Avainsanat: PET, PET/TT, pään ja kaulan alueen syöpä, [18F]EF5, [18F]FDG, hypoksia, molekulaarinen kuvantaminen, sädehoidon suunnittelu Positron emission tomography (PET), combined with computed tomography (CT),plays a key role in the management of head and neck cancer (HNC). In this thesis, novel aspects for PET/CT imaging of HNC regarding low oxygen levels, or hypoxia, and detection of glucose metabolism were evaluated. Hypoxia is a frequently observed hallmark of cancer contributing to radiotherapy resistance and poor prognosis. Enhanced glucose metabolism is characteristic of a malignant tumor, which is exploited in an everyday clinical application of [18F]FDG PET imaging. This study aimed to further investigate the feasibility of a novel hypoxia PET tracer [18F]EF5 and the potential of dynamic [18F]FDG PET/CT imaging in HNC. The first study indicated a favorable human biodistribution and radiation dosimetric profile of the hypoxia tracer [18F]EF5. The second preclinical study showed that the growth rate of human HNC xenografts in nude mice during the exponential growth period correlated with [18F]EF5 uptake in PET/CT images. In the third study, paired [18F]EF5 PET/CT scans performed for untreated HNC patients with a median time interval of seven days presented predominantly highly repeatable results. In the fourth study, advanced mathematical methodology for tracer uptake analysis was evaluated using dynamic [18F]FDG PET/CT in patients who were referred to chemoradiotherapy for oropharyngeal cancer. However, the method showed only a modest performance in the distinction of malignant, inflammatory and healthy tissues. In conclusion, further evaluation of [18F]EF5 PET/CT imaging and dynamic [18F]FDG PET/CT imaging seems important in the development of more effective strategies for the management of HNC

IMAGE PROCESSING, SEGMENTATION AND MACHINE LEARNING MODELS TO CLASSIFY AND DELINEATE TUMOR VOLUMES TO SUPPORT MEDICAL DECISION

Techniques for processing and analysing images and medical data have become the main’s translational applications and researches in clinical and pre-clinical environments. The advantages of these techniques are the improvement of diagnosis accuracy and the assessment of treatment response by means of quantitative biomarkers in an efficient way. In the era of the personalized medicine, an early and efficacy prediction of therapy response in patients is still a critical issue. In radiation therapy planning, Magnetic Resonance Imaging (MRI) provides high quality detailed images and excellent soft-tissue contrast, while Computerized Tomography (CT) images provides attenuation maps and very good hard-tissue contrast. In this context, Positron Emission Tomography (PET) is a non-invasive imaging technique which has the advantage, over morphological imaging techniques, of providing functional information about the patient’s disease. In the last few years, several criteria to assess therapy response in oncological patients have been proposed, ranging from anatomical to functional assessments. Changes in tumour size are not necessarily correlated with changes in tumour viability and outcome. In addition, morphological changes resulting from therapy occur slower than functional changes. Inclusion of PET images in radiotherapy protocols is desirable because it is predictive of treatment response and provides crucial information to accurately target the oncological lesion and to escalate the radiation dose without increasing normal tissue injury. For this reason, PET may be used for improving the Planning Treatment Volume (PTV). Nevertheless, due to the nature of PET images (low spatial resolution, high noise and weak boundary), metabolic image processing is a critical task. The aim of this Ph.D thesis is to develope smart methodologies applied to the medical imaging field to analyse different kind of problematic related to medical images and data analysis, working closely to radiologist physicians. Various issues in clinical environment have been addressed and a certain amount of improvements has been produced in various fields, such as organs and tissues segmentation and classification to delineate tumors volume using meshing learning techniques to support medical decision. In particular, the following topics have been object of this study: • Technique for Crohn’s Disease Classification using Kernel Support Vector Machine Based; • Automatic Multi-Seed Detection For MR Breast Image Segmentation; • Tissue Classification in PET Oncological Studies; • KSVM-Based System for the Definition, Validation and Identification of the Incisinal Hernia Reccurence Risk Factors; • A smart and operator independent system to delineate tumours in Positron Emission Tomography scans; 3 • Active Contour Algorithm with Discriminant Analysis for Delineating Tumors in Positron Emission Tomography; • K-Nearest Neighbor driving Active Contours to Delineate Biological Tumor Volumes; • Tissue Classification to Support Local Active Delineation of Brain Tumors; • A fully automatic system of Positron Emission Tomography Study segmentation. This work has been developed in collaboration with the medical staff and colleagues at the: • Dipartimento di Biopatologia e Biotecnologie Mediche e Forensi (DIBIMED), University of Palermo • Cannizzaro Hospital of Catania • Istituto di Bioimmagini e Fisiologia Molecolare (IBFM) Centro Nazionale delle Ricerche (CNR) of Cefalù • School of Electrical and Computer Engineering at Georgia Institute of Technology The proposed contributions have produced scientific publications in indexed computer science and medical journals and conferences. They are very useful in terms of PET and MRI image segmentation and may be used daily as a Medical Decision Support Systems to enhance the current methodology performed by healthcare operators in radiotherapy treatments. The future developments of this research concern the integration of data acquired by image analysis with the managing and processing of big data coming from a wide kind of heterogeneous sources

Optimisation of Positron Emission Tomography based target volume delineation in head and neck radiotherapy

Automatic segmentation of tumours using Positron Emission Tomography (PET) was recommended for radiotherapy treatment (RT) planning of head and neck (H&N) cancer patients, and investigated in the scientific literature without reaching a consensus on the optimal process. This project aimed at evaluating the performance of PETCbased automatic segmentation (PETCAS) methods and developing an optimal PETC AS process to be used at Velindre Cancer Centre (VCC). For this purpose, ten algorithms were implemented to represent the most promising PETCAS approaches from a systematic review of the literature. The algorithms’ performance was evaluated on filled phantom inserts with variable size, geometry, tumour intensity and image noise. The impact of thick insert plastic walls on both image quantification and segmentation was thoroughly assessed. The PETCAS methods were further applied to realistic H&N tumours, modelled using a printed subresolution sandwich phantom developed and calibrated in house. Results showed that different PETCAS performed best for different types of target objects. An Advanced decision TreeCbased Learning Algorithm for Automatic Segmentation (ATLAAS) was therefore developed and validated for the selection of the optimal PETCAS approach according to the target object characteristics. Finally, a protocol was designed for the use of PETCAS within RT planning at VCC. The protocol was used retrospectively on a group of 10 oropharyngeal cancer patients, and the results highlighted the additional information brought by PET beyond anatomical imaging. In a prospective study on 10 additional patients, PETCAS replaced manual PET/CT delineation, and accounted for up to 33% of the modifications of manually drawn CT/MRI contours to derive the final planning contour. This study demonstrated the usefulness and reliability of the PETCAS method in RT planning, and led to modifying the clinical workflow for H&N patients at VCC. This work has the potential to be extended to other tumour sites and institutions

Modelling the head and neck region for microwave imaging of cervical lymph nodes

Tese de mestrado integrado, Engenharia Biomédica e Biofísica (Radiações em Diagnóstico e Terapia), Universidade de Lisboa, Faculdade de Ciências, 2020O termo “cancro da cabeça e pescoço” refere-se a um qualquer tipo de cancro com início nas células epiteliais das cavidades oral e nasal, seios perinasais, glândulas salivares, faringe e laringe. Estes tumores malignos apresentaram, em 2018, uma incidência mundial de cerca de 887.659 novos casos e taxa de mortalidade superior a 51%. Aproximadamente 80% dos novos casos diagnosticados nesse ano revelaram a proliferação de células cancerígenas dos tumores para outras regiões do corpo através dos vasos sanguíneos e linfáticos das redondezas. De forma a determinar o estado de desenvolvimento do cancro e as terapias a serem seguidas, é fundamental a avaliação dos primeiros gânglios linfáticos que recebem a drenagem do tumor primário – os gânglios sentinela – e que, por isso, apresentam maior probabilidade de se tornarem os primeiros alvos das células tumorais. Gânglios sentinela saudáveis implicam uma menor probabilidade de surgirem metástases, isto é, novos focos tumorais decorrentes da disseminação do cancro para outros órgãos. O procedimento standard que permite o diagnóstico dos gânglios linfáticos cervicais, gânglios que se encontram na região da cabeça e pescoço, e o estadiamento do cancro consiste na remoção cirúrgica destes gânglios e subsequente histopatologia. Para além de ser um procedimento invasivo, a excisão cirúrgica dos gânglios linfáticos representa perigos tanto para a saúde mental e física dos pacientes, como para a sua qualidade de vida. Dores, aparência física deformada (devido a cicatrizes), perda da fala ou da capacidade de deglutição são algumas das repercussões que poderão advir da remoção de gânglios linfáticos da região da cabeça e pescoço. Adicionalmente, o risco de infeção e linfedema – acumulação de linfa nos tecidos intersticiais – aumenta significativamente com a remoção de uma grande quantidade de gânglios linfáticos saudáveis. Também os encargos para os sistemas de saúde são elevados devido à necessidade de monitorização destes pacientes e subsequentes terapias e cuidados associados à morbilidade, como é o caso da drenagem linfática manual e da fisioterapia. O desenvolvimento de novas tecnologias de imagem da cabeça e pescoço requer o uso de modelos realistas que simulem o comportamento e propriedades dos tecidos biológicos. A imagem médica por micro-ondas é uma técnica promissora e não invasiva que utiliza radiação não ionizante, isto é, sinais com frequências na gama das micro-ondas cujo comportamento depende do contraste dielétrico entre os diferentes tecidos atravessados, pelo que é possível identificar regiões ou estruturas de interesse e, consequentemente, complementar o diagnóstico. No entanto, devido às suas características, este tipo de modalidade apenas poderá ser utilizado para a avaliação de regiões anatómicas pouco profundas. Estudos indicam que os gânglios linfáticos com células tumorais possuem propriedades dielétricas distintas dos gânglios linfáticos saudáveis. Por esta razão e juntamente pelo facto da sua localização pouco profunda, consideramos que os gânglios linfáticos da região da cabeça e pescoço constituem um excelente candidato para a utilização de imagem médica por radar na frequência das micro-ondas como ferramenta de diagnóstico. Até à data, não foram efetuados estudos de desenvolvimento de modelos da região da cabeça e pescoço focados em representar realisticamente os gânglios linfáticos cervicais. Por este motivo, este projeto consistiu no desenvolvimento de dois geradores de fantomas tridimensionais da região da cabeça e pescoço – um gerador de fantomas numéricos simples (gerador I) e um gerador de fantomas numéricos mais complexos e anatomicamente realistas, que foi derivado de imagens de ressonância magnética e que inclui as propriedades dielétricas realistas dos tecidos biológicos (gerador II). Ambos os geradores permitem obter fantomas com diferentes níveis de complexidade e assim acompanhar diferentes fases no processo de desenvolvimento de equipamentos médicos de imagiologia por micro-ondas. Todos os fantomas gerados, e principalmente os fantomas anatomicamente realistas, poderão ser mais tarde impressos a três dimensões. O processo de construção do gerador I compreendeu a modelação da região da cabeça e pescoço em concordância com a anatomia humana e distribuição dos principais tecidos, e a criação de uma interface para a personalização dos modelos (por exemplo, a inclusão ou remoção de alguns tecidos é dependente do propósito para o qual cada modelo é gerado). O estudo minucioso desta região levou à inclusão de tecidos ósseos, musculares e adiposos, pele e gânglios linfáticos nos modelos. Apesar destes fantomas serem bastante simples, são essenciais para o início do processo de desenvolvimento de dispositivos de imagem médica por micro-ondas dedicados ao diagnóstico dos gânglios linfáticos cervicais. O processo de construção do gerador II foi fracionado em 3 grandes etapas devido ao seu elevado grau de complexidade. A primeira etapa consistiu na criação de uma pipeline que permitiu o processamento das imagens de ressonância magnética. Esta pipeline incluiu: a normalização dos dados, a subtração do background com recurso a máscaras binárias manualmente construídas, o tratamento das imagens através do uso de filtros lineares (como por exemplo, filtros passa-baixo ideal, Gaussiano e Butterworth) e não-lineares (por exemplo, o filtro mediana), e o uso de algoritmos não supervisionados de machine learning para a segmentação dos vários tecidos biológicos presentes na região cervical, tais como o K-means, Agglomerative Hierarchical Clustering, DBSCAN e BIRCH. Visto que cada algoritmo não supervisionado de machine learning anteriormente referido requer diferentes hiperparâmetros, é necessário proceder a um estudo pormenorizado que permita a compreensão do modo de funcionamento de cada algoritmo individualmente e a sua interação / performance com o tipo de dados tratados neste projeto (isto é, dados de exames de ressonâncias magnéticas) com vista a escolher empiricamente o leque de valores de cada hiperparâmetro que deve ser considerado, e ainda as combinações que devem ser testadas. Após esta fase, segue-se a avaliação da combinação de hiperparâmetros que resulta na melhor segmentação das estruturas anatómicas. Para esta avaliação são consideradas duas metodologias que foram combinadas: a utilização de métricas que permitam avaliar a qualidade do clustering (como por exemplo, o Silhoeutte Coefficient, o índice de Davies-Bouldin e o índice de Calinski-Harabasz) e ainda a inspeção visual. A segunda etapa foi dedicada à introdução manual de algumas estruturas, como a pele e os gânglios linfáticos, que não foram segmentadas pelos algoritmos de machine learning devido à sua fina espessura e pequena dimensão, respetivamente. Finalmente, a última etapa consistiu na atribuição das propriedades dielétricas, para uma frequência pré-definida, aos tecidos biológicos através do Modelo de Cole-Cole de quatro pólos. Tal como no gerador I, foi criada uma interface que permitiu ao utilizador decidir que características pretende incluir no fantoma, tais como: os tecidos a incluir (tecido adiposo, tecido muscular, pele e / ou gânglios linfáticos), relativamente aos gânglios linfáticos o utilizador poderá ainda determinar o seu número, dimensões, localização em níveis e estado clínico (saudável ou metastizado) e finalmente, o valor de frequência para o qual pretende obter as propriedades dielétricas (permitividade relativa e condutividade) de cada tecido biológico. Este projeto resultou no desenvolvimento de um gerador de modelos realistas da região da cabeça e pescoço com foco nos gânglios linfáticos cervicais, que permite a inserção de tecidos biológicos, tais como o tecidos muscular e adiposo, pele e gânglios linfáticos e aos quais atribui as propriedades dielétricas para uma determinada frequência na gama de micro-ondas. Estes modelos computacionais resultantes do gerador II, e que poderão ser mais tarde impressos em 3D, podem vir a ter grande impacto no processo de desenvolvimento de dispositivos médicos de imagem por micro-ondas que visam diagnosticar gânglios linfáticos cervicais, e consequentemente, contribuir para um processo não invasivo de estadiamento do cancro da cabeça e pescoço.Head and neck cancer is a broad term referring to any epithelial malignancies arising in the paranasal sinuses, nasal and oral cavities, salivary glands, pharynx, and larynx. In 2018, approximately 80% of the newly diagnosed head and neck cancer cases resulted in tumour cells spreading to neighbouring lymph and blood vessels. In order to determine cancer staging and decide which follow-up exams and therapy to follow, physicians excise and assess the Lymph Nodes (LNs) closest to the primary site of the head and neck tumour – the sentinel nodes – which are the ones with highest probability of being targeted by cancer cells. The standard procedure to diagnose the Cervical Lymph Nodes (CLNs), i.e. lymph nodes within the head and neck region, and determine the cancer staging frequently involves their surgical removal and subsequent histopathology. Besides being invasive, the removal of the lymph nodes also has negative impact on patients’ quality of life, it can be health threatening, and it is costly to healthcare systems due to the patients’ needs for follow-up treatments/cares. Anatomically realistic phantoms are required to develop novel technologies tailored to image head and neck regions. Medical MicroWave Imaging (MWI) is a promising non-invasive approach which uses non-ionizing radiation to screen shallow body regions, therefore cervical lymph nodes are excellent candidates to this imaging modality. In this project, a three-dimensional (3D) numerical phantom generator (generator I) and a Magnetic Resonance Imaging (MRI)-derived anthropomorphic phantom generator (generator II) of the head and neck region were developed to create phantoms with different levels of complexity and realism, which can be later 3D printed to test medical MWI devices. The process of designing the numerical phantom generator included the modelling of the head and neck regions according to their anatomy and the distribution of their main tissues, and the creation of an interface which allowed the users to personalise the model (e.g. include or remove certain tissues, depending on the purpose of each generated model). To build the anthropomorphic phantom generator, the modelling process included the creation of a pipeline of data processing steps to be applied to MRIs of the head and neck, followed by the development of algorithms to introduce additional tissues to the models, such as skin and lymph nodes, and finally, the assignment of the dielectric properties to the biological tissues. Similarly, this generator allowed users to decide the features they wish to include in the phantoms. This project resulted in the creation of a generator of 3D anatomically realistic head and neck phantoms which allows the inclusion of biological tissues such as skin, muscle tissue, adipose tissue, and LNs, and assigns state-of-the-art dielectric properties to the tissues. These phantoms may have a great impact in the development process of MWI devices aimed at screening and diagnosing CLNs, and consequently, contribute to a non-invasive staging of the head and neck cancer

The application of positron emission tomography in radiotherapy treatment planning

Positron emission tomography (PET) is a molecular imaging technique that provides a direct and accurate evaluation of tissue function in vivo. PET of the glucose analogue 18F-fluoro-deoxy-glucose, is increasingly in use to aid in gross target volume delineation in radiotherapy treatment planning (RTP) where it shows reduced inter-observer variability. The aim of this thesis was to develop and investigate a new technique for delineating PET-GTV with sufficient accuracy for RTP. A new technique, volume and contrast adjusted thresholding (VCAT), has been developed to automatically determine the optimum threshold value that measures the true volume on PET images. The accuracy was investigated in spherical and irregular lesions in phantoms using both iterative and filtered back-projection reconstructions and different image noise levels. The accuracy of delineation for the irregular lesions was assessed by comparison with CT using the Dice Similarity Coefficient and Euclidean Distance Transformation. A preliminarily investigation of implementing the newly developed technique in patients was carried out. VCAT proved to determine volumes and delineate tumour boundaries on PET/CT well within the acceptable errors for radiotherapy treatment planning irrespective of lesion contrast, image noise level and reconstruction technique.EThOS - Electronic Theses Online ServiceGBUnited Kingdo

Metodología de desarrollo de técnicas de agrupamiento de datos usando aprendizaje automático

Context: Today, the usage of large amounts of data acquired from various electronic, optical, or other measurement devices and equipment brings the problem of data analysis at the time of extracting the aimed information from the acquired samples. Where to correctly group the data is necessary to obtain relevant and accurate information to evidence the physical phenomenon that you want to address. Methodology: The work presents the development and evolution of a five-stage methodology for the development of a data grouping technique, using machine learning techniques and artificial intelligence. It consists of five phases called analysis, design, development, evaluation, and distribution, using open-source standards, and based on unified languages for the interpretation of software in engineering. Results: The validation of the methodology was developed through the creation of two data analysis methods, with an average execution time of 20 weeks, obtaining precision values 40% and 29% higher with the classic data grouping algorithms of k-means and fuzzy cmeans. Additionally, there is a massive experimentation methodology on automated unit tests, which managed to group, label, and validate 3.6 million samples accumulated in the total of 100 group runs of 900 samples in approximately 2 hours. Conclusions: Finally, with the results of the research was determined that the methodology intends to guide the systematic development in specific problems in quantitative databases, such as the channel parameters in a communication system or the segmentation of images using the RGB values of the pixels. Even when software is developed both hardware, the execution will be more versatile than in cases with theoretical applications.Contexto: Hoy en día, el uso de grandes cantidades de datos adquiridos desde diversos dispositivos y equipos electrónicos, ópticos u otra tecnología de medición, generan un problema de análisis de datos en el momento de extraer la información de interés desde las muestras adquiridas. En ellos, agrupar correctamente los datos es necesario para obtener información relevante y precisa para evidenciar el fenómeno físico que se desea abordar. Metodología: El trabajo presenta la evolución de una metodología de cinco etapas para el desarrollo de una técnica de agrupamiento de datos, a través de técnicas de aprendizaje automático e inteligencia artificial. Esta se compone de cinco fases denominadas análisis, diseño, desarrollo, evaluación y distribución, con estándares de código abierto y fundamentadas en los lenguajes unificados para la interpretación del software en ingeniería. Resultados: La validación de la metodología se ha desarrollado mediante la creación de dos métodos de análisis de datos, con un tiempo de ejecución promedio de 20 semanas, obteniendo valores de precisión 40 % y 29 % superiores con los algoritmos clásicos de agrupamiento de datos de k-means y fuzzy c-means. Adicionalmente, se encuentra una metodología de experimentación masiva sobre pruebas unitarias automatizadas, las cuales lograron agrupar, etiquetar y validar 3,6 millones de muestras, acumulado un total de 100 ejecuciones de grupos de 900 muestras, en aproximadamente 2 horas. Conclusiones: Con los resultados de la investigación se ha determinado que la metodología pretende orientar el desarrollo sistemático de técnicas de agrupamiento de datos, en problemas específicos para bases integradas por muestras con atributos cuantitativos, como los casos de parámetros de canal en un sistema de comunicaciones o la segmentación de imágenes usando los valoras RGB de los pixeles; incluso, cuando se desarrolla software y hardware, la ejecución será más versátil que en casos con aplicaciones teóricas

[¹⁸F]fluorination of biorelevant arylboronic acid pinacol ester scaffolds synthesized by convergence techniques

Aim: The development of small molecules through convergent multicomponent reactions (MCR) has been boosted during the last decade due to the ability to synthesize, virtually without any side-products, numerous small drug-like molecules with several degrees of structural diversity.(1) The association of positron emission tomography (PET) labeling techniques in line with the “one-pot” development of biologically active compounds has the potential to become relevant not only for the evaluation and characterization of those MCR products through molecular imaging, but also to increase the library of radiotracers available. Therefore, since the [18F]fluorination of arylboronic acid pinacol ester derivatives tolerates electron-poor and electro-rich arenes and various functional groups,(2) the main goal of this research work was to achieve the 18F-radiolabeling of several different molecules synthesized through MCR. Materials and Methods: [18F]Fluorination of boronic acid pinacol esters was first extensively optimized using a benzaldehyde derivative in relation to the ideal amount of Cu(II) catalyst and precursor to be used, as well as the reaction solvent. Radiochemical conversion (RCC) yields were assessed by TLC-SG. The optimized radiolabeling conditions were subsequently applied to several structurally different MCR scaffolds comprising biologically relevant pharmacophores (e.g. β-lactam, morpholine, tetrazole, oxazole) that were synthesized to specifically contain a boronic acid pinacol ester group. Results: Radiolabeling with fluorine-18 was achieved with volumes (800 μl) and activities (≤ 2 GBq) compatible with most radiochemistry techniques and modules. In summary, an increase in the quantities of precursor or Cu(II) catalyst lead to higher conversion yields. An optimal amount of precursor (0.06 mmol) and Cu(OTf)2(py)4 (0.04 mmol) was defined for further reactions, with DMA being a preferential solvent over DMF. RCC yields from 15% to 76%, depending on the scaffold, were reproducibly achieved. Interestingly, it was noticed that the structure of the scaffolds, beyond the arylboronic acid, exerts some influence in the final RCC, with electron-withdrawing groups in the para position apparently enhancing the radiolabeling yield. Conclusion: The developed method with high RCC and reproducibility has the potential to be applied in line with MCR and also has a possibility to be incorporated in a later stage of this convergent “one-pot” synthesis strategy. Further studies are currently ongoing to apply this radiolabeling concept to fluorine-containing approved drugs whose boronic acid pinacol ester precursors can be synthesized through MCR (e.g. atorvastatin)