Bioactive Secondary Metabolites from Fungi of the Genus <i>Cytospora</i> Ehrenb. (Ascomycota)

Cytospora is a genus of fungi belonging to the Cytosporaceae family (Sordariomycetes, Ascomycota) considered as a prolific source of specialized metabolites due to their ability to produce diverse secondary metabolites with a broad range of biological activities. Since the first chemical investigation of this genus in the 1980s, further studies have led to the isolation and structural elucidation of several bioactive compounds including cytosporones, nonanolides, macrocyclic dilactones, and terpenoids. This review summarizes, for the first time, the chemical diversity of bioactive secondary metabolites from the genus Cytospora and highlights its potential as an alternative source of secondary metabolites for pharmacological studies. Moreover, this review will serve as a basis for future investigations of compounds of this genus

Two xanthones and two rotameric (3⟶8) biflavonoids from the Cameroonian medicinal plant Allanblackia floribunda Oliv. (Guttiferae)

Two xanthones, 2-(3-hydroxy-3,3-dimethyldihydroallyl)-dihydro-6-deoxyisojacareubin (1) and dihydro-6-deoxyjacareubin (2), and two 3 ⟶ 8 rotameric biflavonoids, (2R,3S)-volkensiflavone-7-O-β-acetylglucopyranoside (3) and (2S,3S)-morelloflavone-7-O-β-acetylglucopyranoside (4), together with fifteen known compounds, were isolated from a dichloromethane/methanol (1:1, v/v) extract of the bark of the plant Allanblackia floribunda. The structures of the new compounds were elucidated by NMR spectroscopy and mass spectroscopic techniques and those of the known ones were deduced by comparison with data reported in the literature. The isolated biflavonoids were obtained as mixtures of conformers exhibiting duplicate NMR signals in solution at 25 °C and their respective absolute configurations were assigned using circular dichroism spectroscopy. Selected isolated compounds were assessed for their antibacterial and antioxidant propertie

Furanocoumarins from the twigs of Ficus chlamydocarpa (Moraceae)

Wandji NT, Bitchagno GTM, Tchamgoue J, et al. Furanocoumarins from the twigs of Ficus chlamydocarpa (Moraceae). Phytochemistry Letters. 2022;47:38-41.Two furanocoumarin derivatives, 3-methoxypsoralen (1) and 3,5-dimethoxypsoralen (2), along with nine known compounds, friedelinol (3), 3-oxo-11β-hydroxyoleanan-12-ene (4), lupeol (5), taraxer-3-one (6), a mixture of β-sitosterone (7a) and stigmast-4,22-dien-3-one (7b), ergosterol (8), 9,19-cyclolanost-3-one-24,25-diol (9), oleanan-12-ene-3,11-dione (10), and β-sitosterol 3-O-β-D-glucopyranoside (11) were isolated from the twigs of Ficus chlamydocarpa. Their structures were established by NMR spectroscopic analyses and HRESIMS. The structure of 1 was further confirmed from its single crystal X-ray diffraction. The crude extract, fractions and some isolated compounds were assessed for their preliminary antibacterial activity and cytotoxicity. One of the fractions (FB-B3) exhibited inhibition against the bacterial strain Pseudomonas agarici and induced a remarkable cytotoxic activity toward the human cervix carcinoma cell line KB-3-1 (IC50 0.166 mg/mL), and compounds 1, 6, and 7 showed moderate antibacterial activity against Bacillus subtilis and Micrococcus luteus

Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance

Tseme Wandji N, Bitchagno GTM, Mawabo Kamga I, et al. Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance. Molecules. 2023;28(13): 5278.Four polyoxygenated stigmastanes (1–4) alongside known analogues (7–8) and flavonoids (5–6) were isolated from a dichloromethane/methanol (1:1, v/v) extract of the whole plant of Vernonia kotschyana Sch. Bip. ex Walp. (Asteraceae). Their structures were determined by means of spectroscopic and spectrometric analysis. The relative stereochemistry of the new compounds was established and confirmed via biosynthesis evidence and cyclization of 1 under acidic conditions. A plausible biosynthetic pathway to the new compounds and the chemophenetic significance of the isolated constituents were also discussed. The crude extract, fractions, and compounds (1–3) were assessed for their antibacterial activity against five highly prevalent bacterial strains. The fractions and compounds showed low to moderate activity with minimal inhibitory concentrations (MICs) > 125 µg/mL

Identification of 3,3'-O-dimethylellagic acid and apigenin as the main antiplasmodial constituents of Endodesmia calophylloides Benth and Hymenostegia afzelii (Oliver.) Harms

Keumoe R, Koffi JG, Dize D, et al. Identification of 3,3'-O-dimethylellagic acid and apigenin as the main antiplasmodial constituents of Endodesmia calophylloides Benth and Hymenostegia afzelii (Oliver.) Harms. BMC complementary medicine and therapies. 2021;21(1): 180.BACKGROUND: Endodesmia calophylloides and Hymenostegia afzelii belong to the Guttiferae and Caesalpiniaceae plant families with known uses in African ethno-medicine to treat malaria and several other diseases. This study aimed at identifying antiplasmodial natural products from selected crude extracts from H. afzelii and E. calophylloides and to assess their cytotoxicity.; METHODS: The extracts from H. afzelii and E. calophylloides were subjected to bioassay-guided fractionation to identify antiplasmodial compounds. The hydroethanol and methanol stem bark crude extracts, fractions and isolated compounds were assessed for antiplasmodial activity against the chloroquine-sensitive 3D7 and multi-drug resistant Dd2 strains of Plasmodium falciparum using the SYBR green I fluorescence-based microdilution assay. Cytotoxicity of active extracts, fractions and compounds was determined on African green monkey normal kidney Vero and murine macrophage Raw 264.7 cell lines using the Resazurin-based viability assay.; RESULTS: The hydroethanolic extract of H. afzelii stem bark (HasbHE) and the methanolic extract of E. calophylloides stem bark (EcsbM) exhibited the highest potency against both Pf3D7 (EC50 values of 3.32±0.15mug/mL and 7.40±0.19mug/mL, respectively) and PfDd2 (EC50 of 3.08±0.21mug/mL and 7.48±0.07mug/mL, respectively) strains. Both extracts showed high selectivity toward Plasmodium parasites (SI>13). The biological activity-guided fractionation led to the identification of five compounds (Compounds 1-5) from HasbHE and one compound (Compound 6) from EcsbM. Of these, Compound 1 corresponding to apigenin (EC50 Pf3D7, of 19.01±0.72muM and EC50 PfDd2 of 16.39±0.52muM), and Compound 6 corresponding to 3,3'-O-dimethylellagic acid (EC50 Pf3D7 of 4.27±0.05muM and EC50 PfDd2 of 1.36±0.47muM) displayed the highest antiplasmodial activities. Interestingly, both compounds exhibited negligible cytotoxicity against both Vero and Raw 264.7 cell lines with selectivity indices greater than 9.; CONCLUSIONS: This study led to the identification of two potent antiplasmodial natural compounds, 3,3'-O-dimethylellagic acid and apigenin that could serve as starting points for further antimalarial drug discovery

Chitosan-Based Nanoencapsulated Essential Oils: Potential Leads against Breast Cancer Cells in Preclinical Studies

Since ancient times, essential oils (EOs) derived from aromatic plants have played a significant role in promoting human health. EOs are widely used in biomedical applications due to their medicinal properties. EOs and their constituents have been extensively studied for treating various health-related disorders, including cancer. Nonetheless, their biomedical applications are limited due to several drawbacks. Recent advances in nanotechnology offer the potential for utilising EO-loaded nanoparticles in the treatment of various diseases. In this aspect, chitosan (CS) appears as an exceptional encapsulating agent owing to its beneficial attributes. This review highlights the use of bioactive EOs and their constituents against breast cancer cells. Challenges associated with the use of EOs in biomedical applications are addressed. Essential information on the benefits of CS as an encapsulant, the advantages of nanoencapsulated EOs, and the cytotoxic actions of CS-based nanoencapsulated EOs against breast cancer cells is emphasised. Overall, the nanodelivery of bioactive EOs employing polymeric CS represents a promising avenue against breast cancer cells in preclinical studies

Potentiation effect of mallotojaponin B on chloramphenicol and mode of action of combinations against Methicillin-resistant Staphylococcus aureus.

Staphylococcus aureus, the causative agent of many infectious diseases has developed resistance to many antibiotics, even chloramphenicol which was the essential antibiotic recommended for the treatment of bacterial infection. Thus, other alternatives to fight against S. aureus infections are necessary; and combinatory therapy of antibiotics with natural compounds is one of the approaches. This study evaluated the activity of the combination of mallotojaponin B and chloramphenicol against Methicillin-resistant Staphylococcus aureus (MRSA). Antibacterial activities were evaluated by broth microdilution and the checkerboard methods. Modes of action as time-kill kinetic, Nucleotide leakage, inhibition and eradication of biofilm, and loss of salt tolerance were evaluated. Cytotoxicity was evaluated on Vero and Raw cell lines. Mallotojaponin B showed good activity against MRSA with a MIC value of 12.5 μg/mL. MRSA showed high resistance to chloramphenicol (MIC = 250 μg/mL). The combination produced a synergistic effect with a mean FICI of 0.393. This combination was bactericidal, inducing nucleotide leakage, inhibiting biofilm formation, and eradicating biofilm formed by MRSA. The synergic combination was non-cytotoxic to Vero and Raw cell lines. Thus, the combination of mallotojaponin B and chloramphenicol could be a potential alternative to design a new drug against MRSA infections

Variation in the number of <i>S</i>. <i>aureus</i> colonies as a function of extract and NaCl concentration.

MIC: Minimum Inhibitory Concentration; PC: positive control; NC: negative control; Comb: Combination; Comb 1: 0.781 μg/ml of mallotojaponin B and 1.95 μg/mL of chloramphenicol; Comb 2: 0.781 μg/mL of mallotojaponin B and 7.812 μg/mL of chloramphenicol; Comb 3: 1.562 μg/mL of mallotojaponin B and 3.9 μg/mL of chloramphenicol; For each salt concentration, histograms carrying the same letters are not significantly different (p˃0.05); while for each test sample, histograms with same Greek alphabets are not significantly different, Waller Duncan test.</p

The diagonal lines for the interpretation of isobolograms in the interaction study between two bioactive substances.

A: Synergy, B: Additivity, C: Indifference, D: Antagonism.</p