SOME TERPENE COMPOUNDS ISOLATED FROM CALLICARPA MACROPHYLLA (L.) SPECIES IN VIETNAM

Authors

  • Lam Tien DO 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology
  • Lam Tien DO 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology
  • Quan Minh PHAM 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology https://orcid.org/0000-0001-6922-1627
  • Thu Le Thi VU 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology
  • Thu Le Thi VU 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology
  • Hong Van Thi NGUYEN Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology
  • Hong Van Thi NGUYEN Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology
  • Inh Thi CAM Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology
  • Inh Thi CAM Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology
  • Thu Thuy Thi TA Faculty of Biotechnology, Hanoi Open University
  • Thu Thuy Thi TA Faculty of Biotechnology, Hanoi Open University
  • Long Quoc PHAM Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology https://orcid.org/0000-0001-6964-2341
  • Long Quoc PHAM Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology https://orcid.org/0000-0001-6964-2341
  • Hong Minh Thi PHAM 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology
  • Hong Minh Thi PHAM 1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology 2. Graduate University of Science and Technology, Vietnam Academy of Science and Technology

DOI:

https://doi.org/10.15625/2525-2518/56/4A/13061

Keywords:

Callicarpa macrophylla, sterol, triterpene and diterpene

Abstract

Callicarpa macrophylla L. (Tu Chau la to) usually used in Vietnam traditional medicine for gastrointestinal bleeding, nosebleeds, in addition, it is also used for treating osteoarthritis pain. Phytochemical investigation of the n-hexan and ethyl acetate extract of Callicarpa macrophylla L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), stigmasta-7,22-dien-3β-ol (3), β-amyrin (4), ent-1α-acetoxy-7β,14α-dihydroxy-kaur-16-en-15-on (5) và ent-7β,16,17,18-tetrahydroxy-kaur-16-en-15-on (6). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Three compounds 4, 5, 6 were isolated for the first time from Callicarpa macrophylla  plant.

References

Nguyen Tien Ban et al. - Checklist of Plant Species of Vietnam. Agriculture Publishing House, Hanoi, III (2003) 286.

Vo Van Chi, - Vietnamese Medical Plants Dictionary. Medicine Publishing House, (2012), 1123-1124.

Rajesh Kumar Soni,Vihangesh Dixit, Raghuveer Irchhaiya and Shashi Alok, - Callicarpa macrophylla: A review update on ít botany, ethnobotany, phytochemistry and pharmacology. Rajesh KS., IJP, 1(2) (2014) 87-94.

Zhen-Hui Wang, Jian Huang, Chao Niu, Jin-Hui Wang, Bin Wu, - Isopimarane-type diterpenoids from Callicarpa macrophylla vahl, Phytochemistry Letters 22 (2017) 224–228.

Jing Xu,Yihang Sun, Meicheng Wang, Quanhui Ren, Shen Li, Hao Wang, Xiaocong Sun, Da-Qing Jin, Hongwei Sun, Yasushi Ohizumi, and Yuanqiang Guo, - Bioactive Diterpenoids from the Leaves of Callicarpa macrophylla, J Nat Prod. 78(7) (2015) 1563-1569.

Sony Jayaraman, E. Jayadevi variyar, - Evaluation of immunomodulatory and antioxidant activities of polysaccharides isolated from callicarpa macrophylla Vahl, Int J Pharm Pharm Sci, 7 (9) (2015) 357-360.

Ramesh Patel1 and Talha Jawaid, - Hepatoprotective activity of aerial parts of plant extract of Callicarpa macrophylla in rats, Pharmacy and Pharmacology Research, 2(1) (2014) 1-8.

G. Appalaraju, Ch. Siva Reddy, Ch. Venkateswara Reddy, G. Rajani, Ch. Nithin, Akondi Butchi Raju, - Anti diabetic activity of polyherbal extract on Streptozotocin induced diabetes in Wistar rats, Annals of Biological Research, 5 (6) (2014) 39-46.

Barkatullah, Muhammad Ibrar, Muhammad Nafees, Abdur Rauf, Haroon Khan, - Cytotoxic, acute toxicity and phytotoxic activity of Callicarpa macrophylla in various models, American Journal of Biomedical and Life Sciences, 3(2-1) (2015) 1-4.

John GoadL., Akihisa T. - Analysis of sterols, Chapman & Hall, London, (1997) 324-333.

Luhata Lokadi Pierre, Munkombwe Namboole Moses, - Isolation and Characterisation of Stigmasterol and Β - Sitosterol from Odontonema Strictum (Acanthaceae), Journal of Innovations in Pharmaceuticals and Biological Sciences, 2 (1), 88-95, 2015.

Vitus A. Nyigo, Xolani Peter, Faith Mabiki, Hamisi M. Malebo, Robinson H. Mdegela, Gerda Fouche, -Isolation and identification of euphol and β-sitosterol from the dichloromethane extracts of Synadenium glaucescens, The Journal of Phytopharmacology 5(3) (2016) 100-104.

Tania Peshin1 and H. K. Kar2 , - Isolation and Characterization of β-Sitosterol-3-O-β-D-glucoside from the Extract of the Flowers of Viola odorata, British Journal of Pharmaceutical Research 16 (4) (2017) 1-8.

Yuan-Chuen Wang, Wan-Yu Li, Deng-Chyang Wu, Jeh-Jeng Wang, Cheng-Hsun Wu, Jyun-Ji Liao, and Cheng-Kun Lin, - In Vitro Activity of 2-methoxy-1,4-naphthoquinone and Stigmasta-7,22-diene-3β-ol fromImpatiens balsamina L. against Multiple Antibiotic-Resistant Helicobacter pylori. Evid Based Complement Alternat Med, 4 (2011) 704-721.

Shashi B. Mahato and Asish P. Kundu. -13C-NMR spectra of pentacyclic triterpenoids – A compilation and some salient features. Phytochemistry, 37 (5) (1994) 1517-1575.

Nkeoma Nkasi Okoye, Daniel Lotanna Ajaghaku, Henry Nnaemeka Okeke, Emmanuel Emeka Ilodigwe, Chukwuemeka Sylvester Nworu, and Festus Basden C. Okoye, - beta-Amyrin and alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profound anti-inflammatory activity, Pharm Biol, 52 (11) 2014 1478–1486.

Nomoto K., Ruedi P., Eugster C. H., Helv. - Rastronole A, B, C, D, E, F, G und H; eine Gruppe multioxygenierter Diterpenbitterstoffe der ent‐Kauran‐Reihe aus Englerastrum scandens A, Chim. Acta, 59 (3) (1976) 772—802.

Pham Thi Hong Minh, Pham Hoang Ngoc, Dang Ngoc Quang, Toshihiro Hashimoto, Shigeru Takaoka, and Yoshinori Asakawa, - A Novel ent-Kaurane Diterpenoid from the Croton tonkinensis gagnep, Chem. Pharm. Bull. 51(5) 590—591 (2003)

Fumihiro Nagashima, Masuo Kondoh, Toshinari Uematsu, Akiko Nishiyama, Sayaka Saito, Masao Sato, and Yoshinori Asakawa, - Cytotoxic and Apoptosis-Inducing ent-Kaurane-Type Diterpenoids from the Japanese Liverwort Jungermannia truncata N, Chem. Pharm. Bull. 50 (6) (2002) 808—813.

Vinay Kumar Verma, N.U. Siddiqui and Mohd. Aslam, - A new kauran diterpen from the leaves of Calicarpa macrophylla Vahl, International Research Journal of Pharmacy 3 (5) (2012) 178-179.

M.Jaensch, J. Jakupovic, H. sanchez and X.A. Dominguez, - Diterpenes from hoffmannia strigillosa, Phytochemistry, 29 (11) (1990) 3587-3590.

Jing Xu, Yihang Sun, Meicheng Wang, Quanhui Ren, Shen Li, Hao Wang, Xiaocong sun, Da-Qing Jin, Hongwei Sun, Yasushi Ohizumi, and Yuanqiang Guo, - Bioactive diterpenoids from the leaves of Callicarpa macrophylla, Journal of Natural Products, 78(7) (2015) 1563-1569.

Downloads

Published

2018-10-19

How to Cite

DO, L. T., DO, L. T., PHAM, Q. M., VU, T. L. T., VU, T. L. T., NGUYEN, H. V. T., NGUYEN, H. V. T., CAM, I. T., CAM, I. T., TA, T. T. T., TA, T. T. T., PHAM, L. Q., PHAM, L. Q., PHAM, H. M. T., & PHAM, H. M. T. (2018). SOME TERPENE COMPOUNDS ISOLATED FROM CALLICARPA MACROPHYLLA (L.) SPECIES IN VIETNAM. Vietnam Journal of Science and Technology, 56(4A), 213. https://doi.org/10.15625/2525-2518/56/4A/13061

Issue

Section

The 6th National Workshop on Research and Development of Natural Products