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金露梅 A-C,第一个拥有两个空间分离的甲酰基邻苯三酚与萜类核心共轭的倍半萜类化合物,来自于德钦叶。

Camaldulensals A-C, the First Meroterpenoids Possessing Two Spatially Separated Formyl Phloroglucinols Conjugated to a Terpene Core from the Leaves of Dehnh.

机构信息

Division of Physical Science, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90110, Thailand.

Natural Product Research Center of Excellence, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90110, Thailand.

出版信息

J Nat Prod. 2023 Aug 25;86(8):1994-2005. doi: 10.1021/acs.jnatprod.3c00443. Epub 2023 Aug 14.

Abstract

Three new bis-formyl phloroglucinol-meroterpenoids (-), three new euglobal type formyl phloroglucinol-meroterpenoids (-), and one new dimeric formyl phloroglucinol () were isolated from the leaves of . Camaldulensal A () is the first bis-isovaleryl-formyl-phloroglucinol-sesquiterpenoid. It features a novel 6/6/10/3/6/6 fused ring system and contains six stereogenic centers. Camaldulensals B () and C () are the first bis-isovaleryl-formyl-phloroglucinols, each conjugated to a monoterpene. Formyl phloroglucinol compounds (FPCs) containing two spatially separated formyl phloroglucinols conjugated to a terpene core such as - have not been reported previously. The structures of these compounds were elucidated by spectroscopic methods and computational analysis. Camaldulensals B () and C () exhibited significant antibacterial activity against methicillin-susceptible and methicillin-resistant . Structure activity relationships are discussed in relation to previously reported antibacterial activities of other molecules from the FPC structure class.

摘要

从 Camellia saluenensis 的叶子中分离得到了三种新的双甲酰基间苯三酚-倍半萜类化合物(-)、三种新的 Euglobal 型甲酰基间苯三酚-倍半萜类化合物(-)和一种新的二聚甲酰基间苯三酚()。Camaldulensal A () 是第一个双异戊酰基甲酰基间苯三酚-倍半萜。它具有新颖的 6/6/10/3/6/6 稠合环系统,包含六个手性中心。Camaldulensals B () 和 C () 是第一个双异戊酰基甲酰基间苯三酚,每个都与单萜共轭。以前没有报道过含有两个空间分离的甲酰基间苯三酚与萜类核心共轭的 FPC 类化合物(如 -)。这些化合物的结构通过光谱方法和计算分析阐明。Camaldulensals B () 和 C () 对耐甲氧西林敏感和耐甲氧西林的 表现出显著的抗菌活性。结构活性关系与其他来自 FPC 结构类别的抗菌活性的分子有关。

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