Secorubenine, a Monoterpenoid Indole Alkaloid Glycoside from Adina rubescens: Isolation, Structure Elucidation, and Enantioselective Total Synthesis

Autor:	Nanako Nakashima, Jukiya Sakamoto, Kenta Rakumitsu, Mariko Kitajima, Lia Dewi Juliawaty, Hayato Ishikawa
Rok vydání:	2022
Předmět:	Apocynaceae Molecular Structure Indonesia Drug Discovery Stereoisomerism General Chemistry General Medicine
Zdroj:	Chemical and Pharmaceutical Bulletin. 70:187-191
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.c21-00931
Popis:	A new pentacyclic monoterpenoid indole alkaloid glycoside named secorubenine (1) was isolated from the heartwood of Adina rubescens, collected in Indonesia. The structure was elucidated by spectroscopic analysis and chemical modification of isolated secorubenine (1). The bioinspired enantioselective total synthesis of 1 was accomplished in 12 steps, whereafter its structure was determined and the absolute stereochemistry was confirmed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::416b11294bd207340b6159f6a24fd5c1 https://doi.org/10.1248/cpb.c21-00931 Zobrazit plný text záznamu