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Anti-Complementary Components of Helicteres angustifolia.


ABSTRACT: A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound 1), and a pair of new sesquilignan epimers at C-7? of hedyotol C and hedyotol D analogs, hedyotol C 7?-O-?-d-glucopyranoside (compound 2) and hedyotol D 7?-O-?-d-glucopyranoside (compound 3) were isolated from the aerial parts of Helicteres angustifolia together with nine known compounds (4-12). Their structures were elucidated on the basis of spectroscopic methods, including mass spectroscopy, and 1D and 2D nuclear magnetic resonance. Eleven isolates exhibited anti-complementary activity. In particular, compounds 4 and 5 exhibited potent anti-complementary activities against the classical and alternative pathways with CH50 values of 0.040 ± 0.009 and 0.009 ± 0.002 mM, and AP50 values of 0.105 ± 0.015 and 0.021 ± 0.003 mM, respectively. The targets of compounds 4 and 5 in the complement activation cascade were also identified. In conclusion, the anti-complementary components of H. angustifolia possessed chemical diversity and consisted mostly of flavonoids and lignans in this study.

SUBMITTER: Yin X 

PROVIDER: S-EPMC6273495 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature

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Anti-Complementary Components of Helicteres angustifolia.

Yin Xiang X   Lu Yan Y   Cheng Zhi-Hong ZH   Chen Dao-Feng DF  

Molecules (Basel, Switzerland) 20161110 11


A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound <b>1</b>), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-<i>O-</i>β-d-glucopyranoside (compound <b>2</b>) and hedyotol D 7″-<i>O</i>-β-d-glucopyranoside (compound <b>3</b>) were isolated from the aerial parts of <i>Helicteres angustifolia</i> together with nine known compounds (<b>4</b>-<b>12</b>). Their structures were  ...[more]

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