Chemical constituents from the fruiting bodies of <i>Phellinus igniarius</i>

<p>A new tirucallane-type triterpenoid igniarine (<b>1</b>), and four known compounds meshimakobnol A (<b>2</b>), meshimakobnol B (<b>3</b>), ergosterol (<b>4</b>) and ergosterol peroxide (<b>5</b>), were purified from the methanol extracts of the fruiting bodies of <i>Phellinus igniarius</i> (DC. ex Fr.) Quél. The structure of <b>1</b> was elucidated using a combination of 1D and 2D NMR techniques and HR-ESI-MS analyses. In addition, the isolated compounds were examined for their cytotoxicity against several tumour cell lines and part of the tested compounds demonstrated weak cytotoxicity.</p

Anti-inflammatory Diterpenoids from <i>Croton tonkinensis</i>

Phytochemical investigation of the methanolic extract of <i>Croton tonkinensis</i> afforded two known kauranes (<b>1</b>, <b>2</b>), eight new <i>ent</i>-kauranes (<b>3</b>–<b>10</b>), and 16 known <i>ent</i>-kaurane-type diterpenoids (<b>12</b>–<b>27</b>). In addition, 30 known compounds were identified by comparison of their physical and spectroscopic data with reported data. Among the isolated compounds, <i>ent</i>-18-acetoxykaur-16-en-15-one (<b>20</b>) displayed the most significant inhibition of superoxide anion generation and elastase release

sj-docx-1-npx-10.1177_1934578X241232281 - Supplemental material for Essential Oils of Two Species of Zingiberaceae Family from Vietnam: Chemical Compositions and <i>α</i>-Glucosidase, <i>α</i>-Amylase Inhibitory Effects

Supplemental material, sj-docx-1-npx-10.1177_1934578X241232281 for Essential Oils of Two Species of Zingiberaceae Family from Vietnam: Chemical Compositions and α-Glucosidase, α-Amylase Inhibitory Effects by Hieu Tran-Trung, Duc Giang Le, Van Trung Hoang, Danh C. Vu, Tran Dinh Thang, Hieu Nguyen-Ngoc, Chen Tran Van, Thanh Triet Nguyen, Nguyen Hoang Tuan and Trang H.D. Nguyen in Natural Product Communications</p

γ- and δ‑Lactams from the Leaves of <i>Clausena lansium</i>

Eight new clausenamides, including three γ-lactams (<b>1</b>–<b>3</b>), four δ-lactams (<b>4</b>–<b>7</b>), and an amide (<b>8</b>), and seven known lactams, including compounds <b>9</b>–<b>11</b>, which were purified from natural sources for the first time, were characterized from the leaves of <i>Clausena lansium</i>. Their structures were elucidated using spectroscopic methods, and the absolute configurations were determined using electronic circular dichroism and single-crystal X-ray diffraction analyses with Cu Kα radiation. Compound <b>2</b> (50 μM) protected 22.24% of cortical neurons against Aβ_25–35-induced cell death

Anti-inflammatory and Antiphytopathogenic Fungal Activity of 2,3-<i>seco</i>-Tirucallane Triterpenoids Meliadubins A and B from Melia dubia Cav. Barks with ChemGPS-NP and In Silico Prediction

Two new rearranged 2,3-seco-tirucallane triterpenoids, meliadubins A (1) and B (2), along with four known compounds, 3–6, were isolated from the barks of Melia dubia Cav. Compound 2 exhibited a significant inflammatory inhibition effect toward superoxide anion generation in human neutrophils (EC50 at 5.54 ± 0.36 μM). It bound to active sites of a human inducible nitric oxide synthase (3E7G) through interactions with the residues of GLU377 and PRO350, which may benefit in reducing the neutrophilic inflammation effect. The ChemGPS-NP interpretation combined with bioactivity assay and in silico prediction results suggested 2 to be an agent for targeting iNOS with different mechanisms as compared to a selected set of current approved drugs. Moreover, compounds 1 and 2 showed remarkable inhibition against the rice pathogenic fungus Magnaporthe oryzae in a dose-dependent manner with IC50 values of 137.20 ± 9.55 and 182.50 ± 18.27 μM, respectively. Both 1 and 2 displayed interactions with the residue of TYR223, a key active site of trihydroxynaphthalene reductase (1YBV). The interpretation of 1 and 2 in the ChemGPS-NP physical-chemical property space indicated that both compounds are quite different compared to all members of a selected set of reference compounds. In light of demonstrated biological activity and in silico prediction experiments, both compounds possibly exhibited activity against phytopathogenic fungi via a novel mode of action

Anti-inflammatory and Antiphytopathogenic Fungal Activity of 2,3-<i>seco</i>-Tirucallane Triterpenoids Meliadubins A and B from Melia dubia Cav. Barks with ChemGPS-NP and In Silico Prediction

Two new rearranged 2,3-seco-tirucallane triterpenoids, meliadubins A (1) and B (2), along with four known compounds, 3–6, were isolated from the barks of Melia dubia Cav. Compound 2 exhibited a significant inflammatory inhibition effect toward superoxide anion generation in human neutrophils (EC50 at 5.54 ± 0.36 μM). It bound to active sites of a human inducible nitric oxide synthase (3E7G) through interactions with the residues of GLU377 and PRO350, which may benefit in reducing the neutrophilic inflammation effect. The ChemGPS-NP interpretation combined with bioactivity assay and in silico prediction results suggested 2 to be an agent for targeting iNOS with different mechanisms as compared to a selected set of current approved drugs. Moreover, compounds 1 and 2 showed remarkable inhibition against the rice pathogenic fungus Magnaporthe oryzae in a dose-dependent manner with IC50 values of 137.20 ± 9.55 and 182.50 ± 18.27 μM, respectively. Both 1 and 2 displayed interactions with the residue of TYR223, a key active site of trihydroxynaphthalene reductase (1YBV). The interpretation of 1 and 2 in the ChemGPS-NP physical-chemical property space indicated that both compounds are quite different compared to all members of a selected set of reference compounds. In light of demonstrated biological activity and in silico prediction experiments, both compounds possibly exhibited activity against phytopathogenic fungi via a novel mode of action

Anti-inflammatory and Antiphytopathogenic Fungal Activity of 2,3-<i>seco</i>-Tirucallane Triterpenoids Meliadubins A and B from Melia dubia Cav. Barks with ChemGPS-NP and In Silico Prediction

Two new rearranged 2,3-seco-tirucallane triterpenoids, meliadubins A (1) and B (2), along with four known compounds, 3–6, were isolated from the barks of Melia dubia Cav. Compound 2 exhibited a significant inflammatory inhibition effect toward superoxide anion generation in human neutrophils (EC50 at 5.54 ± 0.36 μM). It bound to active sites of a human inducible nitric oxide synthase (3E7G) through interactions with the residues of GLU377 and PRO350, which may benefit in reducing the neutrophilic inflammation effect. The ChemGPS-NP interpretation combined with bioactivity assay and in silico prediction results suggested 2 to be an agent for targeting iNOS with different mechanisms as compared to a selected set of current approved drugs. Moreover, compounds 1 and 2 showed remarkable inhibition against the rice pathogenic fungus Magnaporthe oryzae in a dose-dependent manner with IC50 values of 137.20 ± 9.55 and 182.50 ± 18.27 μM, respectively. Both 1 and 2 displayed interactions with the residue of TYR223, a key active site of trihydroxynaphthalene reductase (1YBV). The interpretation of 1 and 2 in the ChemGPS-NP physical-chemical property space indicated that both compounds are quite different compared to all members of a selected set of reference compounds. In light of demonstrated biological activity and in silico prediction experiments, both compounds possibly exhibited activity against phytopathogenic fungi via a novel mode of action

Bioactive 6<i>S</i>‑Styryllactone Constituents of <i>Polyalthia parviflora</i>

Parvistones A–E (<b>1</b>–<b>5</b>), five new styryllactones possessing a rare α,β-lactone moiety and a 6<i>S</i> configuration, were isolated from a methanolic extract of <i>Polyalthia parviflora</i> leaves. The structures and the absolute configuration of the isolates were elucidated using NMR spectroscopy, specific rotation, circular dichroism, and X-ray single-crystal analysis. Compounds <b>8</b>, <b>9</b>, <b>11</b>, and <b>12</b> were isolated for the first time. The results were supported by comparing the data measured to those of 6<i>R</i>-styryllactones. Moreover, a plausible biogenetic pathway of the isolated compounds was proposed. The structure–activity relationship of the compounds in an in vitro anti-inflammatory assay revealed the 6<i>S</i>-styryllactones to be more potent than the 6<i>R</i> derivatives. However, the effect was opposite regarding their cytotoxic activity. In addition, 6<i>S</i>-styrylpyrones isolated showed more potent anti-inflammatory and cytotoxic activity when compared to the 1<i>S</i>-phenylpyranopyrones obtained

Bioactive 6<i>S</i>‑Styryllactone Constituents of <i>Polyalthia parviflora</i>

Parvistones A–E (<b>1</b>–<b>5</b>), five new styryllactones possessing a rare α,β-lactone moiety and a 6<i>S</i> configuration, were isolated from a methanolic extract of <i>Polyalthia parviflora</i> leaves. The structures and the absolute configuration of the isolates were elucidated using NMR spectroscopy, specific rotation, circular dichroism, and X-ray single-crystal analysis. Compounds <b>8</b>, <b>9</b>, <b>11</b>, and <b>12</b> were isolated for the first time. The results were supported by comparing the data measured to those of 6<i>R</i>-styryllactones. Moreover, a plausible biogenetic pathway of the isolated compounds was proposed. The structure–activity relationship of the compounds in an in vitro anti-inflammatory assay revealed the 6<i>S</i>-styryllactones to be more potent than the 6<i>R</i> derivatives. However, the effect was opposite regarding their cytotoxic activity. In addition, 6<i>S</i>-styrylpyrones isolated showed more potent anti-inflammatory and cytotoxic activity when compared to the 1<i>S</i>-phenylpyranopyrones obtained