Anti-Complementary Components of Helicteres angustifolia.
A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound1), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-O-β-d-glucopyranoside (compound2) and hedyotol D 7″-O-β-d-glucopyranoside (compound3) were isolated from the aerial parts ofHelicteres angustifoliatogether 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, compounds4and5exhibited potent anti-complementary activities against the classical and alternative pathways with CH50values of 0.040 ± 0.009 and 0.009 ± 0.002 mM, and AP50values of 0.105 ± 0.015 and 0.021 ± 0.003 mM, respectively. The targets of compounds4and5in the complement activation cascade were also identified. In conclusion, the anti-complementary components ofH. angustifoliapossessed chemical diversity and consisted mostly of flavonoids and lignans in this study.
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China. yinxiang2zhy@163.com.
Xiang
X
Yin
Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 201203, China. luyan@fudan.edu.cn.
Yan
Y
Lu
Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 201203, China. chengzhh@fudan.edu.cn.
Zhi-Hong
ZH
Cheng
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China. dfchen@shmu.edu.cn.|Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 201203, China. dfchen@shmu.edu.cn.
Dao-Feng
DF
Chen
D003167:Complement Activation / Q000187:drug effects*; D003165:Complement System Proteins / Q000276:immunology*; D006461:Hemolysis / Q000187:drug effects / Q000276:immunology; D006801:Humans; D007155:Immunologic Factors / Q000737:chemistry* / Q000494:pharmacology*; D019660:Malvaceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology*
D007155:Immunologic Factors; D010936:Plant Extracts; D003165:Complement System Proteins
Helicteres angustifolia; anti-complement; phenalenone; sesquilignan; sterculiaceae