Malaysian
Journal of Analytical Sciences Vol 21 No 2 (2017): 291 - 297
DOI:
https://doi.org/10.17576/mjas-2017-2102-03
THE
CHEMICAL CONSTITUENTS FROM YOUNG TUBERS of
Hydnophytum formicarum
(Juzuk
Kimia Daripada Tuber Muda Hydnophytum
formicarum)
Nur Shafiqa
Abdullah, Wan Yaacob Wan Ahmad*, Noor Aziiraa Sabri
School
of Chemical Sciences and Food Technology,
Faculty
of Science and Technology
Universiti
Kebangsaan Malaysia, 43600 UKM Bangi, Selangor, Malaysia
*Corresponding author: wanyaa@ukm.edu.my
Received: 6
December 2016; Accepted: 16 January 2017
Abstract
The fine powders of young tubers of Hydnophytum formicarum was extracted by Soxhlet
methanol extraction for 18 hours in three days continuously. The filtrate then
was evaporated by rotary evaporator until it became concentrated solution. The
fractionation and purification of the extract by vacuum liquid chromatography
and radial chromatography has led to the discovery of four compounds namely
sinapinic acid, β-sitosterol acetate, β-sitosterol and stigmasterol. Structures
of the compounds were established by interpreting mass spectral data, 1H and 13C-APT
NMR,
Infrared and by comparison with literature data.
Keywords: Hydnophytum
formicarum, sinapinic acid, β-sitosterol acetate, β-sitosterol, stigmasterol
Abstrak
Serbuk halus tuber muda Hydnophytum formicarum telah diekstrak
melalui pengekstrakan Soxhlet selama 18 jam dalam tiga hari secara berturutan.
Hasil penurasan kemudian telah disejat menggunakan penyejat berputar sehingga
menjadi larutan yang likat. Pemfraksian dan penulenan ekstrak menggunakan
kromatografi cecair vakum dan kromatografi radial membawa kepada penemuan empat
sebatian yang bernama asid sinapinik, β-sitosterol asetat, β-sitosterol dan stigmasterol.
Struktur sebatian ini telah ditentukan dengan mentafsirkan data spektrum jisim,
RMN 1H dan 13C-APT, Inframerah serta
secara membandingkannya dengan data kepustakaan.
Kata
kunci: Hydnophytum
formicarum,
asid sinapinik, β-sitosterol asetat, β-sitosterol, stigmasterol
References
1.
Ahmad,
R., Mahbob, E. N. M., Noor, Z. M., Ismail, N. H., Lajis, N. H. and Shaari K. (2010).
Evaluation of antioxidant potential of medicinal plants from Malaysian
Rubiaceae (subfamily rubioideae). African Journal of Biotechnology, 9(46):
7948 – 7954.
2.
Martins,
D. and Nunez, C.V. (2015). Secondary metabolites from Rubiaceae species. Molecules, 20(7): 13422 – 13495.
3.
Prachayasittikul,
S., Buraparuangsang, P., Worachartcheewan, A., Isarankura-Na-Ayudhya, C., Ruchirawat,
S. and Prachayasittikul, V. (2008). Antimicrobial and antioxidative activities
of bioactive constituents from Hydnophytum
formicarum Jack. Molecules 13(4):
904 – 921.
4.
Darwis,
D., Hertiani, T. and Samito, E. (2014). The effects of Hydnophytum formicarum ethanolic extract toward lymphocyte, vero
and T47d cells proliferation in vitro. Journal
of Applied Pharmaceutical Science, 4(6): 103 – 109.
5.
Prachayasittikul,
S., Pingaew, R., Yamkamon, V., Worachartcheewan, A., Wanwimolruk, S.,
Ruchirawat, S. and Prachayasittikul, V. (2012). Chemical constituents and
antioxidant activity of Hydnophytum
formicarum Jack. International
Journal of Pharmacology, 8(5): 440 – 444.
6.
Abdullah,
H., Pihie, A. H. L., Hohmann, J. and Molnar, J. (2010). A natural compound from
Hydnophytum formicarum induces
apoptosis of MCF-7 cells via up-regulation of Bax. Cancer Cell International, 10: 1 – 6.
7.
Ueda,
J., U., Tezuka, Y., Banskota, A.H., Le Tran, Q., Kim, Q., Harimaya, Y., Saiki,
I. and Kadota, S. (2002). Antiproliferative activity of Vietnamese medicinal
plants. Biological and Pharmaceutical
Bulletin, 25(6): 753 – 760.
8.
Cai,
R., Arntfield, S. D. and Charlton, J. L. (1999). Structural changes of
sinapinic acid and sinapine bisulfate during autoclaving with respect to the
development of colored substances. Journal
of the American Oil Chemist’s Society 76: 433 – 441.
9.
Gohari,
A. R., Saeidnia, S., Malmir, M., Yazdanpanah, M. and Ajani, Y. (2011). Sterols
and flavonoids of Lomatopodium staurophyllum. Journal of Medicinal Plants, 10(39): 43 – 48.
10.
Ran,
T., Cheng, Z.W. & Zhen, W.K. (2013). Antibacterial/antifungal activity and
synergistic interactions between polyprenols and other lipids isolated from Ginkgo Biloba leaves. Molecules 18: 2166 – 2182.
11.
Chaturvedula,
V. S. P. and Prakash, I. (2012). Isolation of stigmasterol and β-sitosterol
from the dichloromethane extract of Rubus
suavissimus. International Current
Pharmaceutical Journal, 1(9): 239 – 242.
12.
Nishizawa,
M., Izuhara, R., Kaneko, K. and Fujimoto, Y. (1987).
3-Caffeoyl-4-sinapoylquinic acid, a novel lipoxygenase inhibitor from Gardeniae fructus. Chemical and Pharmaceutical Bulletin, 35: 2133 – 2135.
13.
Dinda,
B., Debnath, S. and Majumder, S. (2005). Chemical constituents of Mussaenda
incana. Indian Journal of Chemistry, 44(11): 2362 – 2365.
14.
Mohammed,
A. M. A., Coombes, P. H., Crouch, N. R. and Mulholland D. A. (2013). Chemical constituents
from Fadogia homblei de wild
(Rubiaceae). International Letters of
Chemistry, Physics and Astronomy, 9(2): 116 – 124.
15.
Lopes,
M. N. L., Mazza, F. C., Maria, C. M., Young, M. C. M and Bolzani, V.S. (1999).
Complete assignments of 1H and 13C-NMR Spectra of the
3,4-seco-triterpene canaric acid isolated from Rudgea jasminoides. Journal
of Brazilian Chemical Society (10)3: 237 – 240.