Molecules 2014, 19(2), 1732-1747; doi:10.3390/molecules19021732
Article

Kingianic Acids A–G, Endiandric Acid Analogues from Endiandra kingiana

1,†email, 2,†email, 2email, 2,* email, 2email, 2email, 2email, 3email, 1email, 3email and 1,* email
Received: 14 November 2013; in revised form: 3 January 2014 / Accepted: 23 January 2014 / Published: 31 January 2014
(This article belongs to the Section Metabolites)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: A phytochemical investigation of the methanolic extract of the bark of Endiandra kingiana led to the isolation of seven new tetracyclic endiandric acid analogues, kingianic acids A–G (17), together with endiandric acid M (8), tsangibeilin B (9) and endiandric acid (10). Their structures were determined by 1D- and 2D-NMR analysis in combination with HRMS experiments. The structure of compounds 9 and 10 were confirmed by single-crystal X-ray diffraction analysis. These compounds were screened for Bcl-xL and Mcl-1 binding affinities and cytotoxic activity on various cancer cell lines. Compound 5 showed moderate cytotoxic activity against human colorectal adeno-carcinoma (HT-29) and lung adenocarcinoma epithelial (A549) cell lines, with IC50 values in the range 15–17 µM, and compounds 3, 6 and 9 exhibited weak binding affinity for the anti-apoptotic protein Mcl-1.
Keywords: Endiandra kingiana; lauraceae; endiandric acids; kingianic acids; anti-apoptotic proteins; Bcl-xL; Mcl-1
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MDPI and ACS Style

Azmi, M.N.; Gény, C.; Leverrier, A.; Litaudon, M.; Dumontet, V.; Birlirakis, N.; Guéritte, F.; Leong, K.H.; Halim, S.N.A.; Mohamad, K.; Awang, K. Kingianic Acids A–G, Endiandric Acid Analogues from Endiandra kingiana. Molecules 2014, 19, 1732-1747.

AMA Style

Azmi MN, Gény C, Leverrier A, Litaudon M, Dumontet V, Birlirakis N, Guéritte F, Leong KH, Halim SNA, Mohamad K, Awang K. Kingianic Acids A–G, Endiandric Acid Analogues from Endiandra kingiana. Molecules. 2014; 19(2):1732-1747.

Chicago/Turabian Style

Azmi, Mohamad N.; Gény, Charlotte; Leverrier, Aurélie; Litaudon, Marc; Dumontet, Vincent; Birlirakis, Nicolas; Guéritte, Françoise; Leong, Kok H.; Halim, Siti N.A.; Mohamad, Khalit; Awang, Khalijah. 2014. "Kingianic Acids A–G, Endiandric Acid Analogues from Endiandra kingiana." Molecules 19, no. 2: 1732-1747.

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