Teratopyrones A-C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense

• Published in: Molecules (Basel, Switzerland) Vol. 25; no. 21; p. 5058
• Main Authors: Xu, Ya-Ming, Arnold, A Elizabeth, U Ren, Jana M, Xuan, Li-Jiang, Wang, Wen-Qiong, Gunatilaka, A A Leslie
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 30.10.2020; MDPI
• Subjects: Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Ascomycota - chemistry; Ascomycota - metabolism; Breast cancer; Cell culture; Cotton; Cytotoxicity; Endophytes; Endophytes - chemistry; Endophytes - metabolism; endophytic fungus; Equisetum - microbiology; Equisetum arvense; Female; Fractionation; Fungi; Glioma; Humans; Hydrogen; Lung cancer; Male; MCF-7 Cells; Metabolites; Metastases; Metastasis; naphtho-γ-pyrones; Neoplasms - drug therapy; Neoplasms - metabolism; Neoplasms - pathology; nigerasperone A; Non-small cell lung carcinoma; PC-3 Cells; Potatoes; Prostate cancer; Pyrones - chemistry; Pyrones - isolation & purification; Pyrones - pharmacology; teratopyrones; Teratosphaeria; Tumor cell lines; Teratosphaeria; nigerasperone A; endophytic fungus; naphtho-γ-pyrones; teratopyrones
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules25215058

Bioassay-guided fractionation of a cytotoxic extract derived from a solid potato dextrose agar (PDA) culture of sp. AK1128, a fungal endophyte of , afforded three new naphtho-γ-pyrone dimers, teratopyrones A-C ( - ), together with five known naphtho-γ-pyrones, aurasperone B ( ), aurasperone C ( ), aurasperone F ( ), nigerasperone A ( ), and fonsecin B ( ), and two known diketopiperazines, asperazine ( ) and isorugulosuvine ( ). The structures of - were determined on the basis of their spectroscopic data. Cytotoxicity assay revealed that nigerasperone A ( ) was moderately active against the cancer cell lines PC-3M (human metastatic prostate cancer), NCI-H460 (human non-small cell lung cancer), SF-268 (human CNS glioma), and MCF-7 (human breast cancer), with IC s ranging from 2.37 to 4.12 μM while other metabolites exhibited no cytotoxic activity up to a concentration of 5.0 μM.