Logeracemin A, an anti-HIV Daphniphyllum alkaloid dimer with a new carbon skeleton from Daphniphyllum longeracemosum.
Logeracemin A (1), the first Daphniphyllum alkaloid dimer featuring an unprecedented carbon skeleton with a unique conjugated trispiro[4,5] decane backbone, was isolated from Daphniphyllum longeracemosum. Its structure and absolute configuration were established on the basis of spectroscopic data and X-ray crystallography. Logeracemin A showed significant anti-HIV activity with an EC50 of 4.5 ± 0.1 μM and a selectivity index of 6.2. The structure-activity relationship of the tested compounds was briefly discussed.
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai, 201203, People's Republic of China.
Jin-Biao
JB
Xu
Hua
H
Zhang
Li-She
LS
Gan
Ying-Shan
YS
Han
Mark A
MA
Wainberg
Jian-Min
JM
Yue
D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D019380:Anti-HIV Agents / Q000737:chemistry*; D045744:Cell Line, Tumor; D015497:HIV-1 / Q000187:drug effects / Q000502:physiology; D006801:Humans; D019684:Magnoliopsida / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000470:Alkaloids; D019380:Anti-HIV Agents; C000597211:logeracemin A