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Discovery and Semisynthesis of Aurantiacin A: A Unique Ascorbylated 9- epi - ent -Kaurane Diterpenoid from the Untapped Plant Isodon aurantiacus

作者:Suping Chen, Kun Hu, Xian-Xiang Dong, Xiao‐Zheng Su, Liang Zhang, Han‐Dong Sun, Chun‐Lei Xiang, Xiao Ding, Pema‐Tenzin Puno · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.5c00586 · 被引用次数:3 · 研究领域:Bioactive Natural Diterpenoids Research、Marine Sponges and Natural Products、Plant-based Medicinal Research

Aurantiacin A ( 1 ), a unique ascorbylated meroditerpenoid composed of an unusual 9- epi -spiro-lactone-type ent -kaurane diterpenoid core, ascorbic acid (vitamin C), and syringic acid, and three new 9- epi -spiro-lactone-type ent -kauranoids, aurantiacins B–D ( 2 – 4 ), were isolated from an untapped species, Isodon aurantiacus . Their structures were determined by spectroscopic data analysis, semisynthesis, floating chirality distance geometry calculations, and quantum chemical calculations. Aurantiacin A ( 1 ) was found to induce lysosomal biogenesis, and the potential mechanisms underlying this effect were preliminarily explored.