Li-Shian Shi1, Sheng-Chu Kuo2, Han-Dong Sun3, Susan L Morris-Natschke4, Kuo-Hsiung Lee5, Tian-Shung Wu6. 1. Department of Biotechnology, National Formosa University, Yunlin 632, Taiwan; Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan. 2. Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung 401, Taiwan. 3. Kunming Institute of Botany, Chinese Academy of Science, Kunming 650204, Yunnan, China. 4. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA. 5. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA; Department of Pharmacy and Chinese Medicine Research and Development Center, China Medical University, Taichung 401, Taiwan. 6. Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA. Electronic address: tswu@mail.ncku.edu.tw.
Abstract
Eight new cardiac glycosides/aglycones (antiaritoxiosides A-G, 1-7, and antiarotoxinin B, 8), two new coumarins (anticarins A-B, 41-42), and two new flavanones (antiarones L-K, 43-44) were isolated from trunk bark of Antiaris toxicaria together with 53 known compounds. The new structures were established by extensive analysis of spectroscopic data. Compound 1 (10-carboxy and 3α-hydroxy) and compounds 3-6 (10-hydroxy) contain unique substituents that are rarely found in cardiac glycosides. The cytotoxic effects of isolated compounds against ten human cancer cell lines, KB, KB-VIN, A549, MCF-7, U-87-MG, PC-3, 1A9, CAKI-1, HCT-9 and S-KMEL-2, were tested using the sulforhodamine B assay. Five compounds (12, 16, 20, 22, and 31) showed significant cytotoxicity against all ten cancer cell lines, with notable potency at the ng/mL level against some cell lines, which merits further development as clinical trial candidates.
Eight new cardiac glycosides/n class="Chemical">aglycones (antiaritoxiosides A-G, 1-7, and antiarotoxinin B, 8), two new coumarins (anticarins A-B, 41-42), and two new flavanones (antiarones L-K, 43-44) were isolated from trunk bark of Antiaris toxicaria together with 53 known compounds. The new structures were established by extensive analysis of spectroscopic data. Compound 1 (10-carboxy and 3α-hydroxy) and compounds 3-6 (10-hydroxy) contain unique substituents that are rarely found in cardiac glycosides. The cytotoxic effects of isolated compounds against ten humancancer cell lines, KB, KB-VIN, A549, MCF-7, U-87-MG, PC-3, 1A9, CAKI-1, HCT-9 and S-KMEL-2, were tested using the sulforhodamine B assay. Five compounds (12, 16, 20, 22, and 31) showed significant cytotoxicity against all ten cancer cell lines, with notable potency at the ng/mL level against some cell lines, which merits further development as clinical trial candidates.
Authors: Hem Raj Khatri; Bijay Bhattarai; Will Kaplan; Zhongzheng Li; Marcus John Curtis Long; Yimon Aye; Pavel Nagorny Journal: J Am Chem Soc Date: 2019-03-14 Impact factor: 15.419
Authors: Yulin Ren; Esperanza J Carcache de Blanco; James R Fuchs; Djaja D Soejarto; Joanna E Burdette; Steven M Swanson; A Douglas Kinghorn Journal: J Nat Prod Date: 2019-03-04 Impact factor: 4.050
Authors: Yulin Ren; Wei-Lun Chen; Daniel D Lantvit; Ellen J Sass; Pratik Shriwas; Tran Ngoc Ninh; Hee-Byung Chai; Xiaoli Zhang; Djaja D Soejarto; Xiaozhuo Chen; David M Lucas; Steven M Swanson; Joanna E Burdette; A Douglas Kinghorn Journal: J Nat Prod Date: 2016-12-16 Impact factor: 4.050
Authors: Naira Fernanda Zanchett Schneider; Izabella Thais Silva; Lara Persich; Annelise de Carvalho; Sayonarah C Rocha; Lucas Marostica; Ana Carolina Pacheco Ramos; Alex G Taranto; Rodrigo M Pádua; Wolfgang Kreis; Leandro A Barbosa; Fernão C Braga; Cláudia M O Simões Journal: Mol Cell Biochem Date: 2017-02-07 Impact factor: 3.396