Prenylated Bibenzyls from the Chinese Liverwort Radula constricta and Their Mitochondria-Derived Paraptotic Cytotoxic Activities
journal contributionposted on 2019-07-03, 12:33 authored by Chun-Yang Zhang, Yun Gao, Rong-Xiu Zhu, Ya-Nan Qiao, Jin-Chuan Zhou, Jiao-Zhen Zhang, Yi Li, Si-Wen Li, Sheng-Hua Fan, Hong-Xiang Lou
Nine new prenylated bibenzyls, radstrictins A–I (1–9), and 11 known congeners were obtained from the Chinese liverwort Radula constricta. Their structures were identified by analysis of HRMS, NMR, and electronic circular dichroism data. Radstrictins A–F (1–6) were isolated as a racemate or scalemic mixtures. All the isolated compounds were subjected to cytotoxicity assessment. Methyl 2,4-dihydroxy-3-(3-methyl-2-butenyl)-6-phenethylbenzoate (10) exhibited significant activity against human lung cancer cell lines A549 and NCI-H1299 with IC50 values of 6.0 and 5.1 μM, respectively. Further research revealed that cell death triggered by 10 occurred via mitochondria-derived paraptosis.
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mitochondria-derived paraptosiscompoundcytotoxicity assessmentNCI-H 1299researchMethyldihydroxyprenylated bibenzylsMitochondria-Derived Paraptotic Cytotoxic ActivitiesHRMSdichroism data6.0Chinese Liverwort Radula constrictaradstrictinlung cancer cell linescongenerRadstrictinNMRPrenylated Bibenzylscell deathChinese liverwort Radula constrictaanalysisracemate5.1 μ MIC 50 valuesscalemic mixtures