1.[Studies on chemical constituents from rhizomes of Hedychium chrysoleucum].
Luo M1, Lei L, Lin H. Zhongguo Zhong Yao Za Zhi. 2009 Jan;34(2):180-2.
OBJECTIVE: To investigate the chemical constituents from the rhizome o fHedychium chrysoleucum.
2.[Determination of hedychenone in Hedychium yunnanense].
Yan QX1, Ye XW, Zhao Q, Zhao JH, Lin YC. Zhongguo Zhong Yao Za Zhi. 2005 Oct;30(20):1593-5.
OBJECTIVE: To establish an HPLC method for determination of hedychenone in Hedychium yunnanense.
3.Total synthesis of (+/-)-hedychenone: trimethyldecalin terpene systems via stepwise allenoate diene cycloaddition.
Jung ME1, Murakami M. Org Lett. 2006 Dec 7;8(25):5857-9.
The total synthesis of hedychenone 1 is described. The cycloaddition of the hindered diene 2 and the allenecarboxylate 3 has been shown conclusively to proceed via the [2+2] cycloadduct 5 to give a 2:1 mixture of the desired formal Diels-Alder adducts, the exo and endo isomers 4xn and is thus a stepwise [4+2] cycloaddition. The exo isomer 4x was converted in four steps (reduction, oxidation, olefination, and desilylation) into hedychenone 1. [reaction: see text]
4.Synthesis, cytotoxic activity and structure-activity relationships of hedychenone analogues.
Prabhakar Reddy P1, Lavekar AG, Suresh Babu K, Ranga Rao R, Shashidhar J, Shashikiran G, Madhusudana Rao J. Bioorg Med Chem Lett. 2010 Apr 15;20(8):2525-8. doi: 10.1016/j.bmcl.2010.02.101. Epub 2010 Mar 3.
Hedychenone, a plant-derived labdane diterpenoid, showed potent in vitro cytotoxic activity against cancerous cells. In the present study, a series of analogues have been synthesized by modification of the furanoid ring, double bond and the vinylic methyl functionality of this natural product lead and evaluated for their cytotoxic activities against human cancer cell lines. The structures of the target compounds were established by IR, (1)H NMR and mass spectral analysis. Majority of the analogues displayed potent activity than the parent compound, hedychenone. Preliminary structure-activity relationship studies indicated that furanoid ring has a greater impact on cytotoxicity than that of the decalone nucleus. However, dimerization through C-8 significantly enhanced the cytotoxic activity of the hedychenone.