Literature DB >> 35510257

13, 14-Epoxyoleanan-3-ol-acetate: A Male Fertility-Enhancing Constituent from Hexane Fraction of Momordica charantia L. (Cucurbitaceae).

Oluwasegun Adedokun1, Adebayo Gbolade1, Bunyaminu Ayinde2.   

Abstract

Objectives: Male infertility has been associated with oxidative stress-induced and/or microbial induced in some men. The use of medicinal plants to overcome oxidative stress-induced infertility cannot be over emphasized. Hence, the aim of this research was to isolate the antilipid peroxidation (an index of usage for treating oxidative stress-induced male infertility) bioactive principle from Momordica charantia using bioactivity-guided isolation. Materials and
Methods: n-Hexane fraction from the crude ethanol extract obtained by Soxhlet extraction of aerial parts (without fruit) of bitter melon, M. charantia, was assessed for in vitro lipid peroxidation, followed by bioactivity-guided isolation of bioactive principles using in vitro lipid peroxidation as an index of aphrodisiac and male fertility enhancer.
Results: Fractionation of the active n-hexane fraction using vacuum liquid chromatography (VLC) gave five pooled fractions on the basis of their thin layer chromatography (TLC) characteristics (n-hexane: EtOAc, 2:3, sulphuric acid spray). In vitro activity of the most active VLC fraction C was less than that of the positive control, vitamin E. Further fractionation of VLC-C by open column chromatography on silica gel led to the isolation of a compound which was purified by preparative-TLC. The purified compound, 10 mg/mL (Rf 0.54, TLC silica gel, n-hexane: ethyl acetate; 2:3) was equipotent with vitamin E (25 mg/mL) in reducing peroxidation of polyunsaturated fatty acids in vitro. Structural elucidation by NMR (1H, 13C) and mean mass spectroscopy confirmed the identity of the new bioactive compound as 13, 14-epoxyoleanan-3-ol-acetate.
Conclusion: This study scientifically validates the traditional claim of M. charantia as an aphrodisiac or male fertility enhancer and suggests that 13, 14-epoxyoleanan-3-ol-acetate might be responsible for the observed activity.

Entities:  

Keywords:  13, 14-epoxyoleanan-3-ol-acetate; Momordica charantia; VLC; in vitro lipid peroxidation assay; n-hexane fraction; vitamin E

Year:  2022        PMID: 35510257      PMCID: PMC9083522          DOI: 10.4274/tjps.galenos.2021.48264

Source DB:  PubMed          Journal:  Turk J Pharm Sci        ISSN: 1304-530X


  18 in total

1.  American Association of Clinical Endocrinologists medical guidelines for clinical practice for the evaluation and treatment of male sexual dysfunction: a couple's problem--2003 update.

Authors:  Andre T Guay; Richard F Spark; Sudhir Bansal; Glenn R Cunningham; Neil F Goodman; Howard R Nankin; Steven M Petak; Jesus B Perez
Journal:  Endocr Pract       Date:  2003 Jan-Feb       Impact factor: 3.443

2.  Aphrodisiac potentials of the aqueous extract of Fadogia agrestis (Schweinf. Ex Hiern) stem in male albino rats.

Authors:  M T Yakubu; M A Akanji; A T Oladiji
Journal:  Asian J Androl       Date:  2005-12       Impact factor: 3.285

3.  Cucurbitane-type triterpenoids from Momordica charantia.

Authors:  Chi-I Chang; Chiy-Rong Chen; Yun-Wen Liao; Hsueh-Ling Cheng; Yo-Chia Chen; Chang-Hung Chou
Journal:  J Nat Prod       Date:  2006-08       Impact factor: 4.050

4.  Cucurbitane triterpenoids from Momordica charantia.

Authors:  Qing-Yan Li; Hu-Biao Chen; Zhen-Ming Liu; Bin Wang; Yu-Ying Zhao
Journal:  Magn Reson Chem       Date:  2007-06       Impact factor: 2.447

5.  Momordica charantia constituents and antidiabetic screening of the isolated major compounds.

Authors:  Liva Harinantenaina; Michi Tanaka; Shigeru Takaoka; Munehiro Oda; Orie Mogami; Masayuki Uchida; Yoshinori Asakawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  2006-07       Impact factor: 1.645

6.  Medicinal foodstuffs. XXI. Structures of new cucurbitane-type triterpene glycosides, goyaglycosides-a, -b, -c, -d, -e, -f, -g, and -h, and new oleanane-type triterpene saponins, goyasaponins I, II, and III, from the fresh fruit of Japanese Momordica charantia L.

Authors:  T Murakami; A Emoto; H Matsuda; M Yoshikawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  2001-01       Impact factor: 1.645

7.  Lipid peroxidation and antioxidant enzymes in male infertility.

Authors:  S P Dandekar; G D Nadkarni; V S Kulkarni; S Punekar
Journal:  J Postgrad Med       Date:  2002 Jul-Sep       Impact factor: 1.476

8.  Cucurbitane-type triterpene glycosides from the fruits of Momordica charantia.

Authors:  Xuan Nhiem Nguyen; Van Kiem Phan; Van Minh Chau; Khac Ban Ninh; Xuan Cuong Nguyen; Minh Ha Le; Huu Tai Bui; Hong Quang Tran; Huu Tung Nguyen; Young Ho Kim
Journal:  Magn Reson Chem       Date:  2010-05       Impact factor: 2.447

9.  Reactive oxygen species and human spermatozoa. I. Effects on the motility of intact spermatozoa and on sperm axonemes.

Authors:  E de Lamirande; C Gagnon
Journal:  J Androl       Date:  1992 Sep-Oct

Review 10.  Anti-diabetic and hypoglycaemic effects of Momordica charantia (bitter melon): a mini review.

Authors:  Lawrence Leung; Richard Birtwhistle; Jyoti Kotecha; Susan Hannah; Sharon Cuthbertson
Journal:  Br J Nutr       Date:  2009-12       Impact factor: 3.718

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