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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Nitric Oxide Inhibitory Activity of Xanthones from the Green Fruits of Cratoxylum formosum ssp. pruniflorum

Nawong Boonnak A B , Achjana Khamthip A , Chatchanok Karalai A B H , Suchada Chantrapromma A , Chanita Ponglimanont B , Akkharawit Kanjana-Opas C , Supinya Tewtrakul D , Kan Chantrapromma E , Hoong-Kun Fun F and Shigeru Kato G
+ Author Affiliations
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A Crystal Materials Research Unit, Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.

B Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.

C Department of Industrial Biotechnology, Faculty of Agro-Industry, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.

D Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.

E Research Unit of Natural Products Utilization, Walailak University, Thasala, Nakhon Si Thammarat 80160, Thailand.

F X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.

G Department of Materials and Life Science, Seikei University, Tokyo 180 8633, Japan.

H Corresponding author. Email: chatchanok.k@psu.ac.th

Australian Journal of Chemistry 63(11) 1550-1556 https://doi.org/10.1071/CH10193
Submitted: 12 May 2010  Accepted: 18 August 2010   Published: 11 November 2010

Abstract

Three new xanthones, pruniflorone M-O (13), and a new xanthonolignoid, 3-methoxy-5′-demethoxycadensin G (4), were isolated from the green fruits of Cratoxylum formosum ssp. pruniflorum along with three known xanthones (57) and a known flavonoid (8). Their structures were elucidated by spectroscopic methods and the structure of 1 was also determined by X-ray crystallography. Compounds 2 and 7 showed potent nitric oxide inhibitory activity with IC50 values of 4.4 and 4.3 μM, respectively. Moreover, 7 also showed strong antibacterial activity against both Gram-positive and Gram-negative bacteria with an MIC value of 4.67 μg mL–1.


Acknowledgements

We are greatly indebted to the Thailand Research Fund (TRF) for research grant (RSA 5280033). Financial support from the Center for Innovation in Chemistry (PERCH-CIC), Commission on Higher Education, Ministry of Education is gratefully acknowledged. N.B. thanks the Development and Promotion of Science and Technology Talents Project for fellowship and the Graduate School, Prince of Songkla University for financial supports. The Koshinocorporation Group, Japan is also acknowledged.


References


[1]   N. Boonnak, C. Karalai, S. Chantrapromma, C. Ponglimanont, H.-K. Fun, A. Kanjana-Opas, S. Laphookhieo, Tetrahedron 2006, 62,  8850.
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