PMID- 29751078 OWN - NLM STAT- MEDLINE DCOM- 20181105 LR - 20181126 IS - 1873-6351 (Electronic) IS - 0278-6915 (Linking) VI - 119 DP - 2018 Sep TI - Gynosaponin TN-1 producing from the enzymatic conversion of gypenoside XLVI by naringinase and its cytotoxicity on hepatoma cell lines. PG - 161-168 LID - S0278-6915(18)30297-7 [pii] LID - 10.1016/j.fct.2018.05.007 [doi] AB - Gypenoside XLVI (gyp XLVI) is one of the major dammarane-type triterpenoid saponins from Gynostamma pentaphallum with glucosyls at C-3 and C-20 positions, which may constrain its bioactivities. The enzymatic conversion of gyp XLVI by naringinase, and the cytotoxicity of enzymolysis product on SMMC7721 and Bel7402 hepatoma cells were investigated. The results showed that gynosaponin TN-1 (gyp TN-1) was produced from the enzymatic conversion of gyp XLVI by naringinase. The optimum enzymolysis conditions were pH 4.2, 47.3  degrees C, and 16 h, with a yield of 73.44 +/- 6.52% for gyp TN-1. In addition, gyp TN-1 exhibited higher inhibitory activities on SMMC7721 and Bel7402 hepatoma cells than gyp XLVI. Results from methyl thiazolyl tetrazolium (MTT) assay and acridine orange (AO)/ethidium bromide (EB) double staining were highly consistent. These results demonstrated that enzymatic conversion could be a promising method for producing gyp TN-1 from the biotransformation of gyp XLVI and the preparation of gyp TN-1 might provide a reference for the acquisition of novel anticancer drugs. CI - Copyright (c) 2018 Elsevier Ltd. All rights reserved. FAU - Zheng, Yi AU - Zheng Y AD - College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian, 350002, China; Key Laboratory of Xiamen City for Plant Introduction & Quarantine and Plant Derived Product, Xiamen Overseas Chinese Subtropical Plant Introduction Garden, Xiamen, Fujian 361002, China. FAU - Zheng, Zhizhong AU - Zheng Z AD - Key Laboratory of Xiamen City for Plant Introduction & Quarantine and Plant Derived Product, Xiamen Overseas Chinese Subtropical Plant Introduction Garden, Xiamen, Fujian 361002, China; Key Laboratory of Fujian Province for Physiology and Biochemistry of Subtropical Plant, Fujian Institute of Subtropical Botany, Xiamen, Fujian, 361006, China. FAU - Ming, Yanlin AU - Ming Y AD - College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian, 350002, China; Key Laboratory of Xiamen City for Plant Introduction & Quarantine and Plant Derived Product, Xiamen Overseas Chinese Subtropical Plant Introduction Garden, Xiamen, Fujian 361002, China; Key Laboratory of Fujian Province for Physiology and Biochemistry of Subtropical Plant, Fujian Institute of Subtropical Botany, Xiamen, Fujian, 361006, China. Electronic address: xmyanlin@gmail.com. FAU - Lin, Mengshi AU - Lin M AD - Food Science Program, Division of Food System & Bioengineering, University of Missouri, Columbia, MO 65211-5160, USA. FAU - Chen, Lianghua AU - Chen L AD - College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian, 350002, China; Key Laboratory of Fujian Province for Physiology and Biochemistry of Subtropical Plant, Fujian Institute of Subtropical Botany, Xiamen, Fujian, 361006, China. FAU - Huang, Wen AU - Huang W AD - Key Laboratory of Fujian Province for Physiology and Biochemistry of Subtropical Plant, Fujian Institute of Subtropical Botany, Xiamen, Fujian, 361006, China. FAU - Xiao, Jianbo AU - Xiao J AD - College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian, 350002, China. Electronic address: jianboxiao@yahoo.com. FAU - Lin, Hetong AU - Lin H AD - College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian, 350002, China. Electronic address: hetonglin@163.com. LA - eng PT - Journal Article DEP - 20180508 PL - England TA - Food Chem Toxicol JT - Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association JID - 8207483 RN - 0 (Antineoplastic Agents, Phytogenic) RN - 0 (Multienzyme Complexes) RN - 0 (Saponins) RN - 0 (Triterpenes) RN - 0 (gynosaponin TN-1) RN - 0 (gypenoside XLVI) RN - EC 3.2.1.- (naringinase) RN - EC 3.2.1.21 (beta-Glucosidase) SB - IM MH - Antineoplastic Agents, Phytogenic/chemistry/*pharmacology MH - Carcinoma, Hepatocellular MH - Cell Line, Tumor MH - Cell Survival/drug effects MH - Hepatocytes/drug effects MH - Humans MH - Liver Neoplasms MH - Multienzyme Complexes/*metabolism MH - Saponins/biosynthesis/*chemistry/metabolism MH - Triterpenes/chemistry/*metabolism MH - beta-Glucosidase/*metabolism OTO - NOTNLM OT - Biotransformation OT - Enzymatic conversion OT - Gynosaponin TN-1 OT - Gypenoside XLVI OT - Hepatoma cell lines OT - Naringinase EDAT- 2018/05/12 06:00 MHDA- 2018/11/06 06:00 CRDT- 2018/05/12 06:00 PHST- 2017/12/21 00:00 [received] PHST- 2018/05/03 00:00 [revised] PHST- 2018/05/04 00:00 [accepted] PHST- 2018/05/12 06:00 [pubmed] PHST- 2018/11/06 06:00 [medline] PHST- 2018/05/12 06:00 [entrez] AID - S0278-6915(18)30297-7 [pii] AID - 10.1016/j.fct.2018.05.007 [doi] PST - ppublish SO - Food Chem Toxicol. 2018 Sep;119:161-168. doi: 10.1016/j.fct.2018.05.007. Epub 2018 May 8.