Journal Article

New Deoxyisoaustamide Derivatives from the Coral-Derived Fungus Penicillium dimorphosporum KMM 4689

Popov, Roman S., Khudyakova, Yuliya V., Zhuravleva, Olesya I., Afiyatullov, Shamil S., Trang, Vo Thi Dieu, Amsberg, Gunhild von, Pivkin, Mikhail V., Denisenko, Vladimir A., Yurchenko, Ekaterina A., Antonov, Alexandr S., Kim, Natalya Y., Dyshlovoy, Sergey A., Gerasimenko, Andrey V., Udovenko, Anatoly A.

2021

Overview

Seven new deoxyisoaustamide derivatives (1–7) together with known compounds (8–10) were isolated from the coral-derived fungus Penicillium dimorphosporum KMM 4689. Their structures were established using spectroscopic methods, X-ray diffraction analysis and by comparison with related known compounds. The absolute configurations of some alkaloids were determined based on CD and NOESY data as well as biogenetic considerations. The cytotoxic and neuroprotective activities of some of the isolated compounds were examined and structure-activity relationships were pointed out. New deoxyisoaustamides 4–6 at concentration of 1 µM revealed a statistical increase of PQ(paraquat)-treated Neuro-2a cell viability by 30–39%.

• Publisher: MDPI AG,MDPI
• Subject: Alkaloids / Animals / Anthozoa - chemistry / Antineoplastic Agents - chemistry / Antineoplastic Agents - isolation & purification / Antineoplastic Agents - pharmacology / Carbon / Cell Line, Tumor / Cell Survival - drug effects / Cell Survival - physiology / Cell viability / Corals / Crystallography, X-Ray - methods / Cytotoxicity / deoxyisoaustamide / Derivatives / drugs / Fungi / Humans / Indoles - chemistry / Indoles - isolation & purification / Indoles - pharmacology / Neuroprotection / neuroprotective activity / neuroprotective effect / Paraquat / Penicillium / Penicillium - chemistry / Penicillium - isolation & purification / Penicillium dimorphosporum / prenylated indole diketopiperazines / secondary metabolites / spectroscopy / Spectrum analysis / Structure-activity relationships / X-ray diffraction / X-ray diffraction analysis