National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS, USA.
Division of Pharmacognosy, Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, University, MS, USA.
Planta Med. 2022 Jul;88(8):685-692. doi: 10.1055/a-1540-4978. Epub 2021 Jul 30.
Two monobenzoylcyclopropane (hypoxhemerol A (1: ) and hypoxhemeroloside G (2: )) and three dibenzoylcyclopropane (hypoxhemerol B (3: ), hypoxhemeroloside H (4: ), and hypoxhemeroloside I (5: )) derivatives were isolated from the hydro-alcoholic extract of corms. This is the first instance where benzoylcyclopropane analogs were isolated from any natural source. Structure elucidation was mainly based on 1D- and 2D-NMR and HRESIMS data. The absolute configuration (2, 4) of 1: was determined via NOESY NMR and experimental and calculated ECD data analyses. Compounds 1: -5: and 11 recently reported metabolites (hypoxoside, obtuside A, interjectin, acuminoside, curcapicycloside, and hypoxhemerolosides A - F) were screened for antimicrobial activity against various bacterial and fungal strains. Curcapicycloside and acuminoside exhibited antibacterial activity against with 78 and 79% inhibition at 20 µg/mL, respectively. Hypoxhemeroloside A showed mild antifungal activity against with 63% inhibition at 20 µg/mL.
从鳞茎的水醇提取物中分离得到了两种单苯甲酰基环丙烷（hypoxhemerol A（1：）和 hypoxhemeroloside G（2：））和三种二苯甲酰基环丙烷（hypoxhemerol B（3：）、hypoxhemeroloside H（4：）和 hypoxhemeroloside I（5：））衍生物。这是首次从任何天然来源中分离出苯甲酰基环丙烷类似物。结构鉴定主要基于 1D 和 2D-NMR 和 HRESIMS 数据。通过 NOESY NMR 以及实验和计算 ECD 数据分析确定了 1：的绝对构型（2,4）。筛选了 1：-5：和 11 种最近报道的代谢物（hypoxoside、 obtuside A、interjectin、acuminoside、curcapicycloside 和 hypoxhemerolosides A-F）对各种细菌和真菌菌株的抗菌活性。Curcapicycloside 和 acuminoside 对 具有抗菌活性，在 20μg/mL 时抑制率分别为 78%和 79%。Hypoxhemeroloside A 对 具有温和的抗真菌活性，在 20μg/mL 时抑制率为 63%。
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