Alpinia medicinal (Alpinia officinarum) in traditional medicine and current medical and pharmacological practice.
Article 2: Chemical composition and biologically active compounds responsible for pharmacological activity
Keywords:
Lesser galangal, Alipinia officinarum, Рhytochemistry, Phenolic compounds, Flavonoids, Diarylheptanoid (DAH), Tannins, TerpenoidsAbstract
This analytical research presents current, evidence-based data on the chemical composition of Alpinia officinarum Hance roots. It is elicited that the root is rich with polyphenol complex with anti-cancer properties, specifically, flavonoids including galangin and diarylheptanoids. The data analysis of the root for terpenoids and other evaporated compounds as well as phenylpropanoids and phitosterins result in detection of the differences in chemical composition in different types of Alpinia officinarum Hance root.
The diversity in biological activity and pharmacological implementation can be due to a wide range of polyphenols extracted from the root of Alpinia officinarum Hance. This work suggests that it is a course of scientific research worth pursuing to identify the correlation between the chemical composition and biological activity of specific polyphenols as well as its mechanisms of action.
References
Барнаулов, О.Д. Лекарственные свойства пряностей / О.Д. Барнаулов; 2-е изд. перераб и доп. – СПб.: Информ-Навигатор, 2015. – 288 с.
Киселева, Т.Л. Альпиния лекарственная (Alpinia officinarum) в традиционной медицине и современной медико-фармацевтической практике. Публикация 1: ботаническая характеристика, синонимика, особенности заготовки сырья, пищевое применение / Т.Л. Киселева, Н.В. Колман // Традиционная медицина. – 2020. – №2(61). – С.20–35.
Колман, Н.В. Альпиния лекарственная (Alpinia officinarum) в традиционной медицине и современной медико-фармацевтической практике. Публикация 3: биологическое действие, применение в традиционной медицине и современной мировой медико-фармацевтической практике / Н.В. Колман, Т.Л. Киселева // Традиционная медицина. – 2020. – №4(63). – (В печати).
Куркин, В.А. Фармакогнозия / В.А. Куркин; 2-е изд., перераб. и доп. – Самара: ООО «Офорт»; ГОУВПО «СамГМУ Росздрава», 2007. – 1239 с.
Муравьева, Д.А. Тропические и субтропические лекарственные растения / Д.А. Муравьева; 2-е изд. – М.: Медицина, 1983. – 336 с.
Муравьева, Д.А. Тропические и субтропические лекарственные растения / Д.А. Муравьева; 3-е изд., перераб. и доп. – М.: Медицина, 1997. – 384 с.
Самылина, И.А. Фармакогнозия / И.А. Самылина, Г.П. Яковлев. – М.: ГЭОТАР-Медиа, 2013. – 976 с.
Смирнов, Ю.А. Антивирусный потенциал куркумы длинной (Curcuma longa L.) / Ю.А. Смирнов // Традиционная медицина. – 2020. – №2(61). – С.12–19.
Шретер, А.И. Природное сырье китайской медицины / А.И. Шретер, Б.Г. Валентинов, Э.М. Наумова. Т. 1. – М.: «Теревинф», 2004. – 506 с.
A review on the ethnomedicinal uses, phytochemistry and pharmacology of Alpinia officinarum Hance / I.B. Abubakar, I. Malami, Y. Yahaya, S.M. Sule // J. Ethnopharmacol. – 2018; 224: 45–62.
Analysis of Alpina officinarum Hance, chemically and biologically / F.A. Alasmary, E.A. Assirey, R.M. El-Meligy [et al.] // Saudi Pharm J. – 2019 Dec; 27(8): 1107–1112.
Pharmacognostical study of Chorisia insignis HBK grown in Egypt / T.E.I. Alfy, E.L. Sawi, T. Salma [et al.] // Bulletin of faculty of pharmacy. – Cairo Univ. – 2012; 50(1): 17–39.
Alpinia officinarum // Wikipedia [Электронный ресурс на англ. яз.]. – Доступ: https://en.wikipedia.org/wiki/Alpinia_officinarum (по состоянию на 25.01.2020).
Phytochemical standardization and biological activities of certain desert plants growing in Saudi Arabia / S. Al-Saleem Monerah, S. Awaad Amani, R. Alothman Monerah, I. Alqasoumi Saleh // Saudi Pharmaceut. J. – 2018; 26: 198–204.
Diarylheptanoids from Alpinia officinarum / N. An, L.Z. Xu, S.L. Yang // J. Asian Natur. Prod. Research. – 2006; 8 (7): 637–641.
New diarylheptanoids from the rhizome of Alpinia officinarum Hance / N. An, H.W. Zhang, L.Z. Xu [et al.] // Food Chem. – 2010; 119: 513–517.
Luo, X.Z. Diarylheptanoids from the rhizomes of Alpinia officinarum and their anticancer activity / X.Z. Luo, S.L. Yang, L.Z. Xu // Fitoterapia. – 2008; 79: 27–31.
A 17-Diarylheptanoid from Alpinia conchigera / S. Athamaprasangsa, U. Buntrarongroj, P. Dampawan [et al.] // Phytochemistry. – 1994; 37(3): 871–873.
Novel Compounds with new Anti-Ulcergenic Activity from Convolvulus pilosellifolius using Bio-Guided Fractionation / S.A. Awaad, A. Al-Refaie, R.M. El-Meligy [et al.] // Phytother. Res. – 2016; 30:2060–2064.
Quantitative and qualitative analysis for Standardization of Euphorbia cuneata Vahl. / S.A. Awaad, M.R. Alothman, Y.M. Zain [et al.] // Saudi Pharmaceut. J. – 2018; 25: 1175–1178.
Basri, A.M. A review on the pharmacological activities and phytochemicals of Alpinia officinarum (Galangal) extracts derived from bioassay-guided fractionation and isolation / A.M. Basri, H. Taha, N. Ahmad // Pharmacogn. Rev. – 2017; 11(21): 43–56.
Claeson, P. Naturally occurring 1,7-diarylheptanoids / P. Claeson, P. Tuchinda, V. Reutrakul // J. Indian. Chem. Soc. – 1994; 71: 509–521.
Occurrence, structure and bioactivity of 1,7-diarylheptanoids / P. Claeson, U.P. Claeson, P. Tuchinda, V. Reutrakul // Stud. Nat. Prod. Chem. – 2002; 26: 881–908.
CN104138368A. Preparation method and cancer treatment effect of rhizome Alpiniae officinarum aboveground part AO-95; 12 November. – 2014.
CO2-supercritical extraction, hydrodistillation and steam distillation of essential oil of rosemary (Rosmarinus officinalis) / L.A. Conde-Hern?ndez, J.R. Espinosa-Victoria, A. Trejo, J.A. Guerrero-Beltr?n // J. Food Eng. – 2017; 200: 81–86.
Diterpenes labdane // Big Chemical Encyclopedia: chemical substances, components, reactions, process design [Электронный ресурс на англ. яз.]. – Доступ: https://chempedia.info/info/labdane_diterpenes/ (по состоянию на 13.03.2020)
Chemopreventive mechanisms of galangin against hepatocellular carcinoma: A review / D.Y. Fang, Z.M. Xiong, J.M. Xu [et al.] // Biomed. Pharmacother. – 2019; 109: 2054–2061.
Thermodynamics and statistical correlation between supercritical-CO2, fluid extraction and bioactivity profile of locally available mexican plants extracts / J.S. Garcia-Perez, F. Robledo-Padilla, S.P. Cuellar-Bermudez [et al.] // J. Supercrit. Fluid. –2017; 122: 27–34.
Isolates of Alpinia officinarum Hance as COX-2 inhibitors: Evidence from anti-inflammatory, antioxidant and molecular docking studies / V.S. Honmore, A.D. Kandhare, P.P. Kadam [et al.] // Int. Immunopharmacol. – 2016; 33: 8–17.
New Sesquiterpenoids and a Diterpenoid from Alpinia oxyphylla / L. Hou, G. Ding, B. Guo [et al.] // Molecules. – 2015; 20(1): 1551–1559.
Huang, H.Z. Research on development of the chemical composition and pharmacological activity of Alpinia officinarum / H.Z. Huang, D. Yang // Guangdong Chem. Ind. – 2009; 36: 77–80.
Itokawa, H. Two new diarylheptanoids from Alpinia officinarum / H. Itokawa, M. Morita, S. Mihashi // Chem. Pharm. Bull. – 1981; 29: 2383–2385.
Diarylheptanoids from the rhizome of Alpinia officinarum Hance / H. Itokawa, H. Morita, I. Midorikawa [et al.] // Chem. Pharm. Bull. – 1985; 33: 4889–4893.
In vitro cytotoxicity of norviburtinal and isopinnatal from Kigelia pinnata against cancer cell lines / S.J. Jackson, P.J. Houghton, S. Retsas, A. Photiou // Planta Med. – 2000; 66: 758–761.
Estimating the carbohydrate content of various forms of tobacco by phenol-sulfuric acid method / V.M. Jain, G.N. Karibasappa, A.S. Dodamani, G.V. Mali // J. Educ. Health Promot. – 2017; 6: 90–96.
Kasetsart, J. Antioxidant activities and antioxidative components in extracts of Alpinia galanga (L.) Sw. Nopparat Mahae and Siree Chaiseri / J. Kasetsart // Nat. Sci. – 2009; 43: 358–369.
Inhibition of 5alpha-reductase activity by diarylheptanoids from Alpinia officinarum / Y.U. Kim, H.K. Son, H.K. Song [et al.] // Planta Medica. – 2003; 69(1): 72–74.
Kiuchi, F. Inhibitors of prostaglandin biosynthesis from Alpinia officinarum / F. Kiuchi, M. Shibuya, U. Sankawa // Chem. Pharmaceut. Bull. – 1982; 30(6): 2279–2282.
Kokate, C.K. Pharmacognosy / C.K. Kokate, A.P. Purohit, S.B. Gokhale; 2nd ed. – New Delhi: Vallabh Prakashan, 2004.
Lee, C.C. Cytotoxicity of plants from Malaysia and Thailand used traditionally to treat cancer / C.C. Lee, P. Houghton // J. Ethnopharmacol. – 2005; 100: 237–243.
-
Lesser Galangal – Alpinia officinarum // In book: PDR for Herbal Medicines (Physician’s Desk Reference for Herbal Medicines); 4th Edition / by Thomson Healthcare (Author); published by Thomson Reuters, 2007. – 990 р. (Р. 467–468).
Advances in studies on chemical constituents in Alpiniae officinarum rhizoma and their pharmacological activities / H.F. Li, Y.H. Li, Y. Wang [et al.] // Chin. J. Exp. Tradit. Med. Form. – 2014; 20: 236–244.
A novel quality evaluation index and strategies to identify scenting quality of jasmine tea based on headspace volatiles analysis / J. Lin, Y. Chen, P. Zhang [et al.] // Food Sci. Biotechnol. – 2013; 22: 331–340.
New cytotoxic diarylheptanoids from the rhizomes of Alpinia officinarum Hance / D. Liu, Y.W. Liu, F.Q. Guan, J.Y. Liang // Fitoterapia. – 2014; 96: 76–80.
A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum / D. Liu, W. Qu, L. Zhao [et al.] // Chin. J. Nat. Med. – 2014; 12: 139–141.
Determination of diarylheptanoids from Alpinia officinarum (lesser galangal) by HPLC with photodiode array and electrochemical detection / Z. Liu, S. Sang, T.G. Hartman [et al.] // Phytochem. Anal. – 2005; 16(4): 252–256.
Dimeric Diarylheptanoids with Neuroprotective Activities from Rhizomes of Alpinia officinarum / H. Liu, X. Wang, Q. Shi [et al.] // ACS Omega. – 2020; 5(17): 10167–10175. Published 2020 Apr 22.
Evaluation of Diarylheptanoid –Terpene Adduct Enantiomers from Alpinia officinarum for Neuroprotective Activities / H. Liu, Zh.-L. Wu, X.-J. Huang [et al.] // J. Natur. Prod. – 2018; 81(1): 162–170.
Discrimination of Two Cultivars of Alpinia officinarum Hance Using an Electronic Nose and Gas Chromatography-Mass Spectrometry Coupled with Chemometrics / Q. Long, Z. Li, B. Han [et al.] // Sensors (Basel, Switzerland). – 2019 Jan 30; 19(3): 572.
Study on HPLC Fingerprint and Content Determination of Index Components of Different Cultivars of Alpinia officinarum Hance / Q. Long, D.G. Lin, J.L. Hu [et al.] // J. Guangzhou Univ. Tradit. Chin. Med. – 2019; 36: 109–114.
Separation and identification of diarylheptanoids in supercritical fluid extract of Alpinia officinarum by UPLC-MS-MS / J. Luo, W. Rui, M. Jiang [et al.] // J. Chromatogr. Sci. – 2010; 48: 795–801.
Lv, H. Naturally occurring diarylheptanoids / H. Lv, G. She // Nat. Prod. Commun. – 2010; 5: 1687–1708.
Lv, H. Naturally occurring diarylheptanoids – A supplementary version / H. Lv, G. She // Rec. Nat. Prod.– 2012; 6: 321–333. https://scholar.google.com/scholar_lookup?journal=Rec+Nat+Prod&title = naturally+occurring+diarylheptanoids+%E2%80%93+A+supplementary+version&author=H+Lv&author=G+She&volume=6&publication_year=2012&pages=321-33&
Isolation and characterization of some antioxidative compounds from the rhizomes of smaller galangal (Alpinia officinarum Hance) / T.N. Ly, M. Shimoyamada, K. Kato, R. Yamauchi // J. Agricult. Food Chem. – 2003; 51(17): 4924–4929.
Antioxidative compounds isolated from the rhizomes of smaller galangal (Alpinia officinarum Hance) / T.N. Ly, M. Shimoyamada, K. Kato, R. Yamauchi // Biofactors. – 2004; 21(1–4): 305–308.
Isolation and structural elucidation of some glycosides from the rhizomes of smaller Galanga (Alpinia officinarum Hance) / T.N. Ly, R. Yamauchi, M. Shimoyamada, K. Kato // J. Agricult. Food Chem. – 2002; 50(17): 4919–4924.
Essential oil content and antioxidant activity of methanolic rhizome extract of two zingiberace plants in the hill of Manipur / Kh. Manipur, Devi Th. Ujala, Devi S. Inaocha, Joylani Devi // Int. J. Pharmaceut. Sci. Invent. – 2018; 7(4): 23–27.
Inhibitors from the rhizomes of Alpinia officinarum on production of nitric oxide in lipopolysaccharide-activated macrophages and the structural requirements of diarylheptanoids for the activity / H. Matsuda, S. Ando, T. Kato [et al.] // Bioorg Med. Chem. – 2006; 14: 138–142.
Nakamura S., Yoshikawa M. Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells / H. Matsuda, S. Nakashima, Y. Oda [et al.] // Bioorg Med. Chem. – 2009; 17: 6048–6053.
A novel diarylheptanoid-bearing sesquiterpene moiety from the rhizomes of Alpinia officinarum / W. Na, Z.L. Zhou, Q. Wei [et al.] // Nat. Prod. Res. – 2016; 30: 2344–2349.
Quantitative estimation of tannins, phenols and antioxidant activity of methanolic extract of Imperata cylindrical / R. Padma, N.G. Parvathy, V. Renjith, P. Rahate Kalpana // Int. J. Res. Pharm. Sci. – 2013; 4(1): 73–77.
Pechous, S.W. Cloning and functional expression of an (E,E)-alpha-farnesene synthase cDNA from peel tissue of apple fruit / S.W. Pechous, B.D. Whitaker // Planta. – 2004; 219: 84–94.
Pietta, P.G. Flavonoids as antioxidants / P.G. Pietta // J. Nat. Prod. – 2000; 63: 1035–42.
Therapeutic Potential of Alpinia officinarum / M.K. Pillai, D.J. Young, Hj.A. Bin, H.M. Majid // Mini Rev Med Chem. – 2018; 18 (14): 1220–1232.
Polshettiwar, S.A. Spectrophotome- tric estimation of Total tannins in some Ayurvedic eye drops / S.A. Polshettiwar, R.O. Ganjiwale // Ind. J. Pharm. Sci. – 2007; 69(4): 574–576.
Antioxidant and anti-inflammatory activities of selected Chinese medicinal plants and their relation with antioxidant content / A.S. Ravipati, L. Zhang, S.R. Koyyalamudi [et al.] // BMC Complement. Altern. Med. – 2012; 12: 173.
Rawlings, M. The gene encoding Escherichia coli acyl carrier protein lies within a cluster of fatty acid biosynthetic genes / M. Rawlings, J.E. Cronan // J. Biol. Chem. – 1992; 267: 5751–5754.
Evaluation of antibacterial activity, phenol and flavonoid contents of the spesia populnea flower extracts / A.R. Saravanakumar, J. Venkateshwaran, M. Vanitha [et al.] // Pak. J. Pharm. Sci. – 2009; 22: 282–286.
Antiemetic principles of Alpinia officinarum / D. Shin, K. Kinoshita, K. Koyama, K. Takahashi // J. Natur. Prod. – 2002; 65(9): 1315–1318.
Phytochemical and pharmacological evaluation of selected plants / V. Sneh, M. Tandra, T. Revathy [et al.] // Am. J. Biochem. Biotechnol. – 2013; 9(3): 291–299.
Srividya A.R., Dhanabal S.P., Misra V.K., Suja G. Antioxidant and antimicrobial activity of Alpinia officinarum // Indian J. Pharm. Sci. – 2010; 72: 145–148.
Diarylheptanoids from the rhizomes of Alpinia officinarum / Y. Sun, H. Matsubara, S. Kitanaka, K. Yasukawa // Helvetica Chimica Acta. – 2008; 91(1): 118–123.
New cytotoxic diarylheptanoids from the rhizomes of Alpinia officinarum / Y. Sun, K. Tabata, H. Matsubara [et al.] // Planta Medica. – 2008; 74(4): 427–431.
Sunarso, J. Decontamination of hazardous substances from solid matrices and liquids using supercritical fluids extraction: A review / J. Sunarso, S. Ismadji // J. Hazard. Mater. – 2009; 161: 1–20.
Identification of chemical constituents occurring in leaves of Alpinia officinarum / Y.F. Tan, H.L. Li, Y.B. Li [et al.] // Chin. J. Exp. Tradit. Med. Formulae. – 2015; 3: 37–40.
Diarylheptanoids from the rhizomes of Curcuma xanthorrhiza and Alpinia officinarum / S.I. Uehara, I. Yasuda, K. Akiyama [et al.] // Chem. Pharm. Bull. – 1987; 35: 3298–3304.
Chemical composition of the fractions of leaf oil of Alpinia zerumbet (Pers.) B.L. Burtt & R.M. Sm. and antimicrobial activity / C.P. Vict?rio, D.S. Alviano, C.S. Alviano, C.L.S. Lage // Brazilian. J. Pharmacognosy. – 2009; 19(3): 697–701.
Wen, Y.Y. A new diterpenoid from Alpinia Zerumbet / Y.Y. Wen, Y.F. Chen, X.M. Xie // Acta Botanica Sinica. – 1997; 399(10): 983–984.
Two anti-inflammatory diterpenes from the rhizomes of Alpinia officinarum Hance / T. Wen, X.K. Wang, C. Liu, H. Liu // J. Pharm. Biomed. Sci. – 2016; 6: 479–482.
Composition of the essential oil from Alpinia galangal rhizomes and its bioactivity on Lasioderma serricorne / Y. Wu, Y. Wang, Z.H. Li [et al.] // Bull. Insectol. – 2014; 67: 247–254.[Google Scholar]
Chemical Constituents of Supercritical Extracts from Alpinia officinarum and the Feeding Deterrent Activity against Tribolium castaneum / M. Xin, S. Guo, W. Zhang [et al.] // Molecules (Basel, Switzerland). – 2017. – 22(4): 647.
Study of chemical constituents of the essential oil from Alpinia katsumadai Hayata by GC-MS / P. Yu, Z.J. Cu, Q. Qin [et al.] // Chinese J. Modern Applied Pharmacy. – 2002; 19(2): 135–137.
Three new antibacterial active diarylheptanoids from Alpinia officinarum / B.B. Zhang, Y. Dai, Z.X. Liao, L.S. Ding // Fitoterapia. – 2010; 81: 948–952.
Zhang, W.-J. The Genus Alpinia: A Review of Its Phytochemistry and Pharmacology / W.-J. Zhang, J.-G. Luo, L.-Y. Kong // World J Tradit Chin Med 2016; 2(1): 26–41.
Simultaneous quantification of seventeen bioactive components in rhizome and aerial parts of Alpinia officinarum Hance using LC-MS/MS / J.Q. Zhang, Y. Wang, H.L. Li [et al.] // Anal. Methods. – 2015; 7: 4919.
Flavonoids from the Aerial Parts of Alpinia officinarum / Zhang H., Xu L.X., P. Wu, X.Y. Wei // J. Trop. Subtrop. Bot. – 2014; 22: 89–92.
Zhao, L. A novel dimeric diarylheptanoid from the rhizomes of Alpinia officinarum / L. Zhao, J.Y. Liang, W. Qu // Chinese Chem. Letters. – 2012; 2(5): 189–192.
Screening of active compounds against Candida albicans from Alpinia officinarum / J. Zhao, W. L?, H.G. Duan, L.H. Jiang // J. Shanxi Med. Univer. – 2007; 38(7): 604–603.
A new labdane diterpene from the rhizomes of Alpinia officinarum / Q.Y. Zou, H.F. Wu, Y.L. Tang, D.Z. Chen // Nat. Prod. Res. – 2016; 30: 1–6.
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