Two Monoterpenoid Indole Alkaloids from Rauvolfia vomitoria
Type of Spiritual Experience
A description of the experience
Org Lett. 2017 Aug 4;19(15):3998-4001. doi: 10.1021/acs.orglett.7b01723. Epub 2017 Jul 18. Rauvomines A and B, Two Monoterpenoid Indole Alkaloids from Rauvolfia vomitoria. Zeng J1, Zhang DB1, Zhou PP1, Zhang QL2, Zhao L2, Chen JJ1, Gao K1.
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, China.
2Gansu University of Chinese Medicine , Lanzhou 730000, China.
Two unusual normonoterpenoid indole alkaloids rauvomine A (1) and rauvomine B (2), together with two known compounds peraksine (3) and alstoyunine A (4), were isolated from the aerial parts of Rauvolfia vomitoria.
The structures with absolute configurations of 1 and 2 were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 2 is a novel C18 normonoterpenoid indole alkaloid with a substituted cyclopropane ring that forms an unusual 6/5/6/6/3/5 hexcyclic rearranged ring system.
The plausible biogenetic pathways of 1 and 2 were proposed. Compound 2 exhibited significant anti-inflammatory activity.
PMID: 28718654 DOI: 10.1021/acs.orglett.7b01723