Combination of High-Performance Liquid Chromatography (HPLC) Methods for Isolation of Ampelopsin C, a Trimeric Oligostilbene doi.org/10.26538/tjnpr/v6i4.12

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Nur Atikah M. Asri
Mazlyana M. Zainul
Nurhuda Manshoor

Abstract

Ampelopsin C is a trimeric oligostilbene found in a limited number of plant families including Dipterocarpaceae. It shows anti-inflammatory effects in experimental models of psoriasis, induces apoptosis in HepG2 human hepatoma cell line, inhibits human glioma through inducing apoptosis and autophagy and other biological properties. The present work oversees a method for isolation of ampelopsin C from the methanol extract of Dipterocarpus semivestitus leaves. Different chromatographic techniques were employed, including an ultra-high performance liquid chromatography (UHPLC) analysis for method development, a preparative high performance liquid chromatography (prep-HPLC) for isolation and a recycling high performance liquid chromatography (r-HPLC) for purification of the compound. The isolated compound was identified and characterized using nuclear magnetic resonance (NMR). The spectroscopic data confirmed the structure of ampelopsin C. 

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How to Cite
Atikah M. Asri, N., M. Zainul, M., & Manshoor, N. (2022). Combination of High-Performance Liquid Chromatography (HPLC) Methods for Isolation of Ampelopsin C, a Trimeric Oligostilbene: doi.org/10.26538/tjnpr/v6i4.12. Tropical Journal of Natural Product Research (TJNPR), 6(4), 537-541. https://tjnpr.org/index.php/home/article/view/97
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Author Biography

Nurhuda Manshoor, Faculty of Pharmacy, Universiti Teknologi MARA Selangor, Kampus Puncak Alam, 42300 Selangor, Malaysia

Atta-ur-Rahman Institute for Natural Products Discovery, Universiti Teknologi MARA Selangor, Kampus Puncak Alam, 42300 Selangor, Malaysia

How to Cite

Atikah M. Asri, N., M. Zainul, M., & Manshoor, N. (2022). Combination of High-Performance Liquid Chromatography (HPLC) Methods for Isolation of Ampelopsin C, a Trimeric Oligostilbene: doi.org/10.26538/tjnpr/v6i4.12. Tropical Journal of Natural Product Research (TJNPR), 6(4), 537-541. https://tjnpr.org/index.php/home/article/view/97

References

Huang C, Huang Y-L, Wang C-C, Pan Y-L, Lai Y-H, Huang H-C. Ampelopsins A and C induce apoptosis and metastasis through downregulating AxL, TYRO3, and FYN Expressions in MDA-MB-231 breast cancer cells. J Agric Food Chem. 2019; 67:2818-2830.

Oshima Y, Ueno Y, Hikino H, Yen K. Ampelopsins A, B and C, new oligostilbenes of Ampelopsis brevipedunculata var. hancei. Tetrahedron 1990; 46(15):5121-5126.

Lin M and Yao CS. Natural oligostilbenes. Studies in Natural Products Chemistry (Vol. 33). Elsevier Masson SAS: 2006; 332p.

Zgoda-Pols JR, Freyer AJ, Killmer LB, Porter JR. Antimicrobial resveratrol tetramers from the stem bark of Vatica oblongifolia ssp. oblongifolia J Nat Prod. 2002; 65(11):1554-1559.

Iliya I, Ali Z, Tanaka T, Iinuma M, Furusawa M, Nakaya K. Ubukata M. Stilbene derivatives from Gnetum gnemon Linn. Phytochemistry 2003; 62(4):601-606.

Ito T, Akao Y, Tanaka T, Iinuma M, Nozawa Y. Vaticanol C, a novel resveratrol tetramer, inhibits cell growth through induction of apoptosis in colon cancer cell lines. Biol Pharma Bull. 2002; 25(January):147-148.

Morikawa T, Chaipech S, Matsuda H, Hamao M, Umeda Y, Sato H, Muraoka O. Anti-hyperlipidemic constituents from the bark of Shorea roxburghii. J Nat Med. 2012; 66(3):516-524.

Dai JR, Hallock YF, Cardellina JH, Boyd MR. HIVinhibitory and cytotoxic oligostilbenes from the leaves of Hopea malibato. J Nat Prod. 1998; 61(3):351-353.

Bayach I, Manshoor N. Sancho-Garcia JC, Choudhary MI, Trouillas P, Weber JFF. Oligostilbenoids from the heartwood of N. heimii: role of non-covalent association in their biogenesis. Chem. Asian J. 2015; 10:198-211.

Manshoor N. Fathil MF, Jaafar MH, Jalil MASA. Liquid chromatography-mass spectrometry dereplication strategy for isolation of ligostilbenes. International J. Appl. Chem. 2016; 2:121-128.

Manshoor N, Aizam EA, Qamarusy SKB. Mass fragmentation patterns as fingerprints in identification of known oligostilbenes in Dryobalanops spp. extracts. Int. J. Pharmacogn. Phytochem. Res. 2015; 7(6):1147-1152.

Muhtadi, Hakim EH, Juliawaty LD, Syah YM, Achmad SA, Latip J, Ghisalberti EL. Cytotoxic resveratrol oligomers from the tree bark of Dipterocarpus hasseltii. Fitoterapia 2006; 77(7-8):550-555.

Cronquist A. An Integrated System of Classification of Flowering Plants. Columbia University Press, New York. 1981; 554p.

Atun S, Achmad SA, Ghisalberti EL, Hakim EH, Makmur L, Syah YM. Oligostilbenoids from Vatica umbonata(Dipterocarpaceae). Biochem. Systemat. Ecol. 2004; 32:1051-1053.

Liliwirianis N, Suratman MN, Tahir SZM. Conservation of the critically endangered tree species Dipterocarpus semivestitus. IEEE Business Engineering and Industrial Applications Colloquium 2013; 225-228.

Kurzweil H. Malaysia Plant Red List, Peninsular Malaysian Dipterocarpaceae. L.S.L. Chua, M. Suhaida, M. Hamidah & L.G. Saw. 2010. The Gardens' bulletin, Singapore. 2011; 62:333-334.

Chan YM and Chua LSL. A ray of hope for Dipterocarpus semivestitus once thought extinct. Conservation Malaysia Bulletin. 2011; 6:4.

Chazdon RL and Whitmore TC. Foundation of Topical Forest Biology. University of Chicago Press. 2002; 312p.

Ramli R, Ismail NH, Manshoor N. Identification of oligostilbenes from Dipterocarpus semivestitus through dereplication technique. J Teknol, 2015; 77(2):85-88.

Hamid S, Ramli R, Manshoor N. Resolving co-eluted oligostilbenes using recycling high performance liquid chromatography (R-HPLC). Aust J Basic & Appl Sci. 2016; 10(16):111-116.

Fatin Nur Afiqah MR, Ramli R, Manshoor N. Development of RP-HPLC conditions for separation of oligostilbenes in 12 dipterocarpaceae crude extracts. Int J Pharmacogn Phytochem Res. 2016; 8(12):1929-1934.

Manshoor N, Jalal RS, Muhamad NSI. Neemad MS, Rasadah MA. Rapid identification of oligostilbenes in two Shorea species. World Appl Sci J. 2013; 21(10):1540-1545.

Shaharuddin NH, Ismail NH, Manshoor N, Salim F, Ahmad R. Chemical profiling and identification of alkaloids and flavonoids in Uncaria lanosa var. ferrea via UHPLCOrbitrap MS. Malaysian J. Anal. Sci. 2016; 20(2):318-323.

Christine MK and Thurbide B. Increased flow rate compatibility for universal acoustic flame detection in liquid chromatography. J Chromatogr A. 1218 (2):362-365.

Yu Y. A model for temperature effect on column efficiency in high-temperature liquid chromatography. Anal Chim Acta 2006; 558(1–2):7-10.

François L, Villiers A, Lynen F, Cooper A, Szucs R, Sandra P. High efficiency liquid chromatography on conventional columns and instrumentation by using temperature as a variable: Kinetic plots and experimental verification. J Chromatogr A. 2007; 1138(1–2):120-131.

Zakaria F, Wan Ibrahim WN, Ismail IS, Ahmad H, Manshoor N, Ismail NH, Zainal Z, Shaari K. LCMS/MS Metabolite profiling and analysis of acute toxicity effect of the ethanolic extract of Centella asiatica on zebrafish model. Pertanika J Sci & Technol. 2019; 27(2):985-1003.