Halichonic Acid B, a Rearranged Nitrogenous Bisabolene-Type Sesquiterpene from a Marine Sponge Axinyssa sp

Autor: Yuki, Hitora, Kenta, Ogura, Ahmed H H, El-Desoky, Yuji, Ise, Esther D, Angkouw, Remy E P, Mangindaan, Sachiko, Tsukamoto
Rok vydání: 2021
Předmět:
Zdroj: Chemicalpharmaceutical bulletin. 69(8)
ISSN: 1347-5223
Popis: A new rearranged nitrogenous bisabolone-type sesquiterpene, halichonic acid B (1), was isolated from a marine sponge Axinyssa sp. together with halichonic acid (2) and (6R,7S)-7-amino-7,8-dihydro-α-bisabolene (3). The structure of 1 was determined by extensive NMR and MS analyses, revealing an unprecedented carbon framework, and its absolute configuration was elucidated by time-dependent density-functional theory (TDDFT)-based electronic circular dichroism (ECD) spectrum calculation. We propose that 1 and 2 may be biosynthesized in the same pathway, involving the reaction between farnesyl pyrophosphate and glycine, followed by cyclization.
Databáze: OpenAIRE