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Characterization of two chimeric sesterterpene synthases from a fungal symbiont isolated from a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum

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Chinese Chemical Letters 2023年第1期34卷 279-283页

作者： Desen Li Minjie Yang Rongfang Mu Shihong Luo Yuegui Chen Wenyuan Li An Wang Kai Guo Yan Liu Shenghong Li State Key Laboratory of Phytochemistry and Plant Resources in West China Kunming Institute of BotanyChinese Academy of SciencesKunming 650201China State Key Laboratory of Southwestern Chinese Medicine Resources and Innovative Institute of Chinese Medicine and PharmacyChengdu University of Traditional Chinese MedicineChengdu 611137China College of Bioscience and Biotechnology Shenyang Agricultural UniversityShenyang 110866China University of Chinese Academy of Sciences Beijing 100049China

Two chimeric sesterterpene synthases(Aa TPS1 and Aa TPS2)were functionally characterized from Alternaria alternata MB-30 isolated from the leaves of a sesterterpenoid-producing Lamiaceae plant Leucosceptrum *** TPS1 generated a 5/8/6/5 tetracyclic sesteraltererol(1)and its absolute stereochemistry was determined by X-ray crystallographic analysis of its derivative 10,11-epoxysesteraltererol(2),which enabled revision of the absolute configuration of C7 of sesterfisherol produced by Nf SS and PTTS014 characterized previously and its derivative 10,*** TPS2 produced a 5/15 bicyclic preterpestacin I(3).Site-directed mutagenesis suggested that F192 in Aa TPS1 was likely involved in controlling of the hydroxylation of C12,and eight amino acids were important for the enzyme activity of Aa TPS1 and Aa *** engineered Escherichia coli and Saccharomyces cerevisiae strains were constructed for the productions of compounds 1 and 3,and the highest titer of compound 1 reached 62.3 mg/L in shake-flask *** compounds 1 and 2 showed anti-adipogenic activity.

关键词： Sesterterpenoids chimeric sesterterpene synthases Plant symbiotic fungi Alternaria alternata Leucosceptrum canum Anti-adipogenic activity

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