Malaysian
Journal of Analytical Sciences Vol 21 No 5 (2017): 1156 - 1161
DOI:
https://doi.org/10.17576/mjas-2017-2105-19
ISOLATION AND SYNTHESIS OF PINOCEMBRIN AND
PINOSTROBIN FROM Artocarpus odoratissimus
(Pemencilan dan Sintesis Pinocembrin dan Pinostrobin dari Artocarpus odoratissimus)
Nyotia Nyokat1, Khong Heng Yen1*, Ahmad Sazali
Hamzah2, Isabel Fong Lim3, Aimi Suhaili Saaidin2
1School of Chemistry and Environmental Studies,
Faculty of Applied Sciences,
Universiti
Teknologi MARA, 94300 Kota Samarahan, Sarawak, Malaysia
2Institute of Science,
Universiti
Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia
3Department of Paraclinical
Sciences, Faculty of Medicine and Health Sciences,
Universiti
Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia
*Corresponding author: khonghy@sarawak.uitm.edu.my
Received: 21
August 2016; Accepted: 27 July 2017
Abstract
Artocarpus
odoratissimus is native to Borneo and Mindanao Island. In
Sarawak, it is locally known as Terap. Previous studies showed Artocarpus species are rich in phenolic
compounds, including flavonoids, stilbenoids and arylbenzofurons. The chemical
profile of the indigenous plants from Sarawak, such as A. odoratissimus has not been studied
intensively and the analyses of medicinal properties have not been explored. Thus, a
phytochemical study is carried out on the root extracts of A. odoratissimus using various chromatographic methods and it has
led to the isolation of two known flavonoids, namely pinocembrin (1) and
pinostrobin (2). The structures are identified by comparison
of their 1H and 13C NMR data with those reported in the
literature. Flavonoid molecule
incorporated as multifunctional in the pharmaceutical industry. It has a vast
range of pharmacological activities, such as antimicrobial, anti-inflammatory,
antioxidant, and anticancer activities. Pinocembrin
and pinostrobin which are successfully synthesized with 2-hydroxy,4,6-methoxyacetphenone
and benzaldehyde as starting materials were discussed.
Keywords: Artocarpus
odoratissimus, terap, pinocembrin, pinostrobin
Abstrak
Artocarpus
odoratissimus berasal dari
Borneo dan Pulau Mindanao. Di Sarawak ia dikenali sebagai Terap. Kajian
terdahulu menunjukkan yang spesis Artocarpus
kaya dengan sebatian fenolik, termasuk flavonoid, stilbenoid dan
arilbenzofuron. Profil kimia tentang tumbuhan yang berasal dari Sarawak,
seperti A. odoratissimus masih belum
dikaji secara intensif dan analisis tentang khasiat perubatan masih belum lagi
diterokai. Oleh itu, kajian fitokimia yang telah
dilakukan ke atas krud ekstrak akar A. odoratissimus dengan menggunakan
pelbagai kaedah kromatografi telah berjaya
memencilkan dua sebatian flavonoid, iaitu pinosembrin (1) dan
pinostrobin (2). Bentuk struktur telah dikenal pasti melalui
perbandingan data 1H dan 13C NMR dengan kajian literatur.
Molekul flavonoid mempunyai pelbagai fungsi di dalam industri
farmaseutikal. Ia mempunyai aktiviti farmakologi yang sangat meluas seperti
antimikrob, anti-radang, antioksidan, dan antikanser. Pinosembrin dan pinostrobin yang telah berjaya disintesis dengan menggunakan 2-hidroksi,4,6-metoksiasetofenon
dan benzaldehid sebagai bahan pemula telah dibincangkan.
Kata kunci: Artocarpus odoratissimus, terap,
pinosembrin, pinostrobin
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