Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt.
Department of Pharmaceutical & Medicinal Chemistry, Pharmaceutical Institute, PharmaCenter Bonn, University of Bonn, Bonn, Germany.
Arch Pharm (Weinheim). 2021 Nov;354(11):e2100206. doi: 10.1002/ardp.202100206. Epub 2021 Aug 8.
The fungus Eurotium sp., derived from the marine sponge Ircinia variabilis, was found to produce a diketopiperazine-indole alkaloid that we named fintiamin (1). Structural elucidation of 1 was achieved by extensive spectroscopic analysis including nuclear magnetic resonance spectroscopy and mass spectrometry. Compound 1 is a lipophilic terpenoid-dipeptide hybrid molecule that shows affinity for the cannabinoid CB receptor at low micromolar concentrations. Docking studies based on previous X-ray structures provide a plausible binding pose for compound 1 in the orthosteric binding site of the CB receptor.
从海洋海绵 Ircinia variabilis 中分离得到的真菌 Eurotium sp. 被发现能够产生一种二酮哌嗪-吲哚生物碱，我们将其命名为 fintiamin（1）。通过包括核磁共振波谱和质谱在内的广泛光谱分析，确定了 1 的结构。化合物 1 是一种亲脂性萜类二肽杂合分子，在低微摩尔浓度下对大麻素 CB 受体表现出亲和力。基于先前的 X 射线结构的对接研究为化合物 1 在 CB 受体的正构结合位点中的可能结合构象提供了依据。
