Germacranes and m-Menthane from Illicium lanceolatum

Molecules

Ming Zhao²  Xianming Zhang¹  Yan Wang³  Min Huang³  Jin-Ao Duan⁴  Tanja G󶷬ke²  Karina M. Szymulanska-Ramamurthy²  Zhiqi Yin² 

[1] Department of Pharmacology, College of Medicine, University of Illinois at Chicago, Chicago, IL 60612, USA; E-Mail:;Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA; E-Mails:;State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Science and Peking Union Medical College, Beijing 100050, China; E-Mail:;Jiangsu Key Laboratory for TCM Formulae Research, Nanjing University of Traditional Chinese Medicine, Nanjing 210046, China; E-Mail:

关键词: Illicium lanceolatum;    Illiciaceae;    germacrane sesquiterpenes;    m-menthane monoterpene;    absolute stereochemistry;    proliferative promotion;    SH-SY5Y;   

DOI  :  10.3390/molecules19044326

来源: mdpi

【 摘 要 】

Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated together with four known compounds from the pericarp of Illicium lanceolatum, an adulterant to star anise (Illicium verum). All compounds were isolated from Illicium plants for the first time. The absolute stereochemistry of all germacranes and m-menthane was established by a combination of NMR and the modified Mosher’s ester method. The biological activity was evaluated on SH-SY5Y neuroblastoma cell line. (1S,5R,7R)-1,5-Dihydroxygermacra-4(15),10(14),11(12)-triene (at 62.5 µM) and (1R,5R,7R)-1,5-dihydroxygermacra-4(15),10(14),11(12)-triene (at 15.6 µM) promoted the proliferation of SH-SY5Y by 36.2% and 45.8%, respectively, after 48 h incubation, indicating potential neurotrophic activity.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.