Literature DB >> 21307568

Attractive reactivity of a natural product, zerumbone.

Takashi Kitayama1.   

Abstract

Zerumbone is a cyclic seaquiterpene and, a potential resource for natural materials-related diversity-oriented synthesis (NMRDOS). Zerumbone, the main component of the essential oil of a wild ginger, Zingiber zerumbet Smith, showed strong reactivity with good chemo-, regio-, and stereoselectivity. To build the foundations for the industrial use of zerumbone, we examined conjugate addition, transannular reactions, ring cleavage, ring expansion, and asymmetric induction. The biological activity of zerumbone derivatives was also studied.

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Year:  2011        PMID: 21307568     DOI: 10.1271/bbb.100532

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN: 0916-8451            Impact factor:   2.043


  13 in total

1.  Molecular library synthesis using complex substrates: expanding the framework of triterpenoids.

Authors:  Vasily A Ignatenko; Yong Han; Gregory P Tochtrop
Journal:  J Org Chem       Date:  2013-01-10       Impact factor: 4.354

2.  Zerumbone, a ginger sesquiterpene, induces apoptosis and autophagy in human hormone-refractory prostate cancers through tubulin binding and crosstalk between endoplasmic reticulum stress and mitochondrial insult.

Authors:  Mei-Ling Chan; Jui-Wei Liang; Lih-Ching Hsu; Wei-Ling Chang; Shoei-Sheng Lee; Jih-Hwa Guh
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2015-08-06       Impact factor: 3.000

3.  Direct access to 6/5/7/5- and 6/7/5/5-fused tetracyclic triterpenoids via divergent transannular aldol reaction of lanosterol-derived diketone.

Authors:  Vasily A Ignatenko; Yong Han; Gregory P Tochtrop
Journal:  J Org Chem       Date:  2013-11-12       Impact factor: 4.354

4.  Zerumbone, Sesquiterpene Photochemical from Ginger, Inhibits Angiogenesis.

Authors:  Ju-Hyung Park; Geun Mook Park; Jin-Kyung Kim
Journal:  Korean J Physiol Pharmacol       Date:  2015-06-19       Impact factor: 2.016

5.  Zerumbone increases oxidative stress in a thiol-dependent ROS-independent manner to increase DNA damage and sensitize colorectal cancer cells to radiation.

Authors:  Amit Deorukhkar; Niharika Ahuja; Armando-Lopez Mercado; Parmeswaran Diagaradjane; Uma Raju; Nalini Patel; Pranshu Mohindra; Nga Diep; Sushovan Guha; Sunil Krishnan
Journal:  Cancer Med       Date:  2014-12-01       Impact factor: 4.452

6.  Late Stage Azidation of Complex Molecules.

Authors:  Rashad R Karimov; Ankit Sharma; John F Hartwig
Journal:  ACS Cent Sci       Date:  2016-10-07       Impact factor: 14.553

7.  Zerumbone suppresses the potential of growth and metastasis in hepatoma HepG2 cells via the MAPK signaling pathway.

Authors:  Tao Lv; Wenjing Zhang; Xiaoli Han
Journal:  Oncol Lett       Date:  2018-03-23       Impact factor: 2.967

8.  Antihypercholesterolemic and antioxidant efficacies of zerumbone on the formation, development, and establishment of atherosclerosis in cholesterol-fed rabbits.

Authors:  Hassan Othman Hemn; Muhammad Mustapha Noordin; Heshu Sulaiman Rahman; Hamza Hazilawati; Abubakr Zuki; Max Stanley Chartrand
Journal:  Drug Des Devel Ther       Date:  2015-08-03       Impact factor: 4.162

9.  Zerumbone-loaded nanostructured lipid carrier induces G2/M cell cycle arrest and apoptosis via mitochondrial pathway in a human lymphoblastic leukemia cell line.

Authors:  Heshu Sulaiman Rahman; Abdullah Rasedee; Ahmad Bustamam Abdul; Nazariah Allaudin Zeenathul; Hemn Hassan Othman; Swee Keong Yeap; Chee Wun How; Wan Abd Ghani Wan Nor Hafiza
Journal:  Int J Nanomedicine       Date:  2014-01-16

10.  Zerumbone, a Natural Cyclic Sesquiterpene of Zingiber zerumbet Smith, Attenuates Nonalcoholic Fatty Liver Disease in Hamsters Fed on High-Fat Diet.

Authors:  Thing-Fong Tzeng; Shorong-Shii Liou; Chia Ju Chang; I-Min Liu
Journal:  Evid Based Complement Alternat Med       Date:  2013-10-09       Impact factor: 2.629

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