Potential allelopathic azaphilones produced by the endophytic Chaetomium globosum TY1 inhabited in Ginkgo biloba using the one strain−many compounds method

• Published in: Natural product research Vol. 31; no. 6; pp. 724 - 728
• Main Authors: Wang, Dacheng, Zhang, Yamei, Li, Xiang, Pan, Hongyu, Chang, Mengyuan, Zheng, Tianyu, Sun, Jinzhu, Qiu, Daren, Zhang, Mingzhe, Wei, Dongsheng, Qin, Jianchun
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 19.03.2017; Taylor & Francis Ltd
• Subjects: allelochemicals; Allelopathy; Aza Compounds - chemistry; Aza Compounds - pharmacology; azaphilone; Benzopyrans; Bioassays; Chaetomium - chemistry; Chaetomium globosum; Endophytes; Endophytes - chemistry; Ginkgo biloba; Ginkgo biloba - microbiology; Glycine - analogs & derivatives; Glycine - chemistry; Glycine - pharmacology; Glyphosate; Herbicides; Herbicides - chemistry; Herbicides - toxicity; Lactones; Magnetic Resonance Spectroscopy; NMR; Nuclear magnetic resonance; phytotoxicity; Pigments, Biological; Plant growth; Seeds; Seeds - chemistry; Spectrometry; Spectrometry, Mass, Electrospray Ionization; Structure-Activity Relationship; Tetrahydrofuran; Herbicides; phytotoxicity; allelochemicals; azaphilone
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2016.1217208

On the basis of the one strain−many compounds strategy, seven azaphilones, including Chaetomugilin A (1), D (2), S (3), I (4), J (5), Q (6) and O (7), were isolated from the endophytic Chaetomium globosum TY1. Their structures were identified by NMR and HRESIMS spectrometry data. All azaphilones were evaluated for plant growth regulation using eight species of herbaceous plant seeds seedling growth bioassay, which showed the plant growth influence of the seedling. Among these compounds tested, Chaetomugilin O (7) with tetrahydrofuran exhibited higher response index and lower IC 50 values than positive control glyphosate, a broad-spectrum systemic herbicide. 1-3 also showed better or similar inhibit activity to glyphosate. The structure−allelopathic activity relationship analysis of these isolated azaphilones indicates that both tetrahydrofuran and tetrahydrofuran combine with lactones ring groups give potent inhibition of seedling growth. Chaetomugilin O and Chaetomugilin A, D, S could be used to develop natural eco-friendly herbicides.