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Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action

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Acta Pharmaceutica Sinica B 2023年第11期13卷 4638-4654页

作者： Yuegui Chen Qin Yan Yunheng Ji Xue Bai Desen Li Rongfang Mu Kai Guo Minjie Yang Yang Tao Jonathan Gershenzon 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 Innovative Institute of Chinese Medicine and PharmacyChengdu University of Traditional Chinese MedicineChengdu 611137China Key Laboratory for Plant Diversity and Biogeography of East Asia Kunming Institute of BotanyChinese Academy of SciencesKunming 650201China Max Planck Institute for Chemical Ecology Jena D-07745Germany University of Chinese Academy of Sciences Beijing 100049China

sugar-sugar glycosyltransferases play important roles in constructing complex and bioactive ***,we characterized a series of UDP-glycosyltransferases responsible for biosynthesizing the branched sugar chain of bioactive steroidal saponins from a widely known medicinal plant Paris polyphylla *** them,a 2'-O-rhamnosyltransferase and three 6'-O-glucosyltrasferases catalyzed a cascade of glycosylation to produce steroidal diglycosides and triglycosides,*** UDP-glycosyltransferases showed astonishing substrate promiscuity,resulting in the generation of a panel of 24 terpenoid glycosides including 15 previously undescribed compounds.A mutant library containing 44 variants was constructed based on the identification of critical residues by molecular docking simulations and protein model alignments,and a mutant UGT91AH1^(Y187A)with increased catalytic efficiency was *** steroidal saponins exhibited remarkable antifungal activity against four widespread strains of human pathogenic fungi attributed to ergosterol-dependent damage of fungal cell membranes,and 2'-O-rhamnosylation appeared to correlate with strong antifungal *** findings elucidated the biosynthetic machinery for their production of steroidal saponins and revealed their potential as new antifungal agents.

关键词： Paris polyphylla var.yunnanensis Steroidal saponins Glycosyltransferases sugar chain elongation Antifungal activity

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