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Bioactive Piperazic Acid-Bearing Cyclodepsipeptides, Lydiamycins E–H, from an Endophytic <i>Streptomyces</i> sp. Associated with <i>Cinnamomum cassia</i>

Weihong Wang, Seung-Jin Kim, Thi Hanh Nguyen Vu, Ngoc Tung Quach, Eunseok Oh, Kyu-Hyung Park, Chanyoon Park, Youbin Cho, Hyeseon Jang, Eun Roh, JunI Lee, Eunmo Kang, SongJoo Han, Quyet‐Tien Phi, Heonjoong Kang

2023Journal of Natural Products13 citationsDOI

Abstract

A chemical investigation of the endophytic Streptomyces sp. HBQ95, associated with the medicinal plant Cinnamomum cassia Presl, enabled the discovery of four new piperazic acid-bearing cyclodepsipeptides, lydiamycins E–H ( 1 – 4 ), and one known compound (lydiamycin A). Their chemical structures, including absolute configurations, were defined by a combination of spectroscopic analyses and multiple chemical manipulations. Lydiamycins F–H ( 2 – 4 ) and A ( 5 ) exhibited antimetastatic activity against PANC-1 human pancreatic cancer cells without significant cytotoxicity.

Topics & Concepts

CinnamomumCassiaStereochemistryCytotoxicityStreptomycesPharmacognosyTerpenoidBiologyTraditional medicineChemistryBotanyBiological activityBiochemistryBacteriaIn vitroMedicineTraditional Chinese medicineAlternative medicineGeneticsPathologyMicrobial Natural Products and BiosynthesisChemical Synthesis and AnalysisCarbohydrate Chemistry and Synthesis
Bioactive Piperazic Acid-Bearing Cyclodepsipeptides, Lydiamycins E–H, from an Endophytic <i>Streptomyces</i> sp. Associated with <i>Cinnamomum cassia</i> | Litcius