Antibacterial Biphenanthrenes from the Fibrous Roots of Bletilla striata

Journal of Natural Products
Chao-Dong QianZhi-Shan Ding

Abstract

Four new 9',10'-dihydro-biphenanthrenes, including an unprecedented 1,2'-linked biphenanthrene, 4,7,3',5'-tetramethoxy-9',10'-dihydro(1,2'-biphenanthrene)-2,7'-diol (1), a new 1,3'-linked biphenanthrene, 4,7,7'-trimethoxy-9',10'-dihydro(1,3'-biphenanthrene)-2,2',5'-triol (2), and two new 1,1'-linked biphenanthrenes, 4,7,4'-trimethoxy-9',10'-dihydro(1,1'-biphenanthrene)-2,2',7'-triol (3) and 4,7,3',5'-tetramethoxy-9',10'-dihydro(1,1'-biphenanthrene)-2,2',7'-triol (4), as well as two known biphenanthrenes (5, 6), were isolated from a 95% ethanol extract of the fibrous roots of Bletilla striata. Their structures were determined by spectroscopic and spectrometric methods. Atropisomerism of these compounds was considered based on their chiral optical properties and potential energy surface scans at the ab initio HF/3-21G level, which revealed their racemic mixture form. Compounds 2-6 showed potent antibacterial activities against six Gram-positive bacterial strains.

References

Mar 15, 2003·The Journal of Organic Chemistry·Tetsutaro HattoriSotaro Miyano
Jun 24, 2006·Journal of Natural Products·Zhen XueLan He
Feb 5, 2008·Phytochemistry·Adriána KovácsJudit Hohmann
Jul 6, 2010·Fitoterapia·Minghui YangZhongtao Ding
Mar 2, 2011·ChemMedChem·Steven R LaPlanteOliver Hucke

❮ Previous
Next ❯

Citations

Jun 1, 2016·Journal of Asian Natural Products Research·S XiaoDe-Lin Xu
Jun 17, 2016·Journal of Natural Products·Xue-Ming ZhouChong-Ge Sun
Oct 27, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Florence AuberonAnnelise Lobstein
Dec 3, 2016·Fitoterapia·Florence AuberonAnnelise Lobstein
Jun 16, 2017·Journal of Asian Natural Products Research·Yang ZhaoChu-Tse Wu
Dec 27, 2018·Journal of Asian Natural Products Research·Yun-Yao KangYan-Fang Li
Sep 11, 2019·International Journal of Molecular Sciences·Fusheng JiangGuiyuan Lv
Dec 3, 2016·BMC Complementary and Alternative Medicine·Jing-Jing GuoChao-Dong Qian
Aug 23, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Liang LiuPeng-Fei Tu
May 24, 2017·BMC Complementary and Alternative Medicine·Ya ShiDongqing Cheng
Dec 28, 2017·Journal of Natural Products·Barbara TóthAndrea Vasas

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.