PMID- 25760525 OWN - NLM STAT- MEDLINE DCOM- 20150902 LR - 20220331 IS - 1520-6025 (Electronic) IS - 0163-3864 (Linking) VI - 78 IP - 4 DP - 2015 Apr 24 TI - Antibacterial Biphenanthrenes from the Fibrous Roots of Bletilla striata. PG - 939-43 LID - 10.1021/np501012n [doi] AB - 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. FAU - Qian, Chao-Dong AU - Qian CD AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Jiang, Fu-Sheng AU - Jiang FS AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Yu, Hang-Su AU - Yu HS AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Shen, Yong AU - Shen Y AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Fu, Yu-Hang AU - Fu YH AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Cheng, Dong-Qing AU - Cheng DQ AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. FAU - Gan, Li-She AU - Gan LS AD - double daggerCollege of Pharmaceutical Sciences, Zhejiang University, 866 Yuhangtang Road, Hangzhou 310058, People's Republic of China. FAU - Ding, Zhi-Shan AU - Ding ZS AD - daggerZhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20150311 PL - United States TA - J Nat Prod JT - Journal of natural products JID - 7906882 RN - 0 (1,1'-biphenanthrene) RN - 0 (Anti-Bacterial Agents) RN - 0 (Drugs, Chinese Herbal) RN - 0 (Phenanthrenes) SB - IM MH - Anti-Bacterial Agents/chemistry/*isolation & purification/*pharmacology MH - Drugs, Chinese Herbal/chemistry/*isolation & purification/*pharmacology MH - Gram-Positive Bacteria/drug effects MH - Microbial Sensitivity Tests MH - Molecular Structure MH - Nuclear Magnetic Resonance, Biomolecular MH - Orchidaceae/*chemistry MH - Phenanthrenes/chemistry/*isolation & purification/*pharmacology MH - Rhizome/chemistry EDAT- 2015/03/12 06:00 MHDA- 2015/09/04 06:00 CRDT- 2015/03/12 06:00 PHST- 2015/03/12 06:00 [entrez] PHST- 2015/03/12 06:00 [pubmed] PHST- 2015/09/04 06:00 [medline] AID - 10.1021/np501012n [doi] PST - ppublish SO - J Nat Prod. 2015 Apr 24;78(4):939-43. doi: 10.1021/np501012n. Epub 2015 Mar 11.