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Molecules 2014, 19(2), 2049-2060; doi:10.3390/molecules19022049

Three New Clerodane Diterpenes from Polyalthia longifolia var. pendula

1
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan
2
Division of Cardiovascular Surgery, Veterans General Hospital, Kaohsiung 813, Taiwan
3
Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung 404, Taiwan
4
Proteomics Core Laboratory, Department of Medical Research, China Medical University Hospital, Taichung 404, Taiwan
5
Graduate Institute of Integrated Medicine, China Medical University, Taichung 404, Taiwan
6
Department of Agricultural Chemistry, National Taiwan University, Taipei 106, Taiwan
7
National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan
8
Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, Ain-Shams University, Organization of African Unity Street, Abassia, Cairo 11566, Egypt
9
School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan
10
Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan
11
Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan
12
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan
13
Cancer Center, Kaohsiung Medical University Hospital, No. 100 Tz-You First Road, Kaohsiung 807, Taiwan
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 10 January 2014 / Revised: 30 January 2014 / Accepted: 3 February 2014 / Published: 13 February 2014
(This article belongs to the Section Natural Products)
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Abstract

Three new clerodane diterpenes, (4→2)-abeo-cleroda-2,13E-dien-2,14-dioic acid (1), (4→2)-abeo-2,13-diformyl-cleroda-2,13E-dien-14-oic acid (2), and 16(R&S)- methoxycleroda-4(18),13-dien-15,16-olide (3), were isolated from the unripe fruit of Polyalthia longifolia var. pendula (Annonaceae) together with five known compounds (48). The structures of all isolates were determined by spectroscopic analysis. The anti-inflammatory activity of the isolates was evaluated by testing their inhibitory effect on NO production in LPS-stimulated RAW 264.7 macrophages. Among the isolated compounds, 16-hydroxycleroda-3,13-dien-15,16-olide (6) and 16-oxocleroda-3,13-dien-15-oic acid (7) showed promising NO inhibitory activity at 10 µg/mL, with 81.1% and 86.3%, inhibition, respectively.
Keywords: clerodane diterpenes; Polyalthia longifolia var. pendula; Annonaceae; anti-inflammatory clerodane diterpenes; Polyalthia longifolia var. pendula; Annonaceae; anti-inflammatory
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Wu, T.-H.; Cheng, Y.-Y.; Chen, C.-J.; Ng, L.-T.; Chou, L.-C.; Huang, L.-J.; Chen, Y.-H.; Kuo, S.-C.; El-Shazly, M.; Wu, Y.-C.; Chang, F.-R.; Liaw, C.-C. Three New Clerodane Diterpenes from Polyalthia longifolia var. pendula. Molecules 2014, 19, 2049-2060.

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