Literature DB >> 4843378

Selective alkylation: a biomimetic reaction of the antileukemic triptolides?

S M Kupchan, R M Schubert.   

Abstract

The potent antileukemic plant principles triptolide and tripdiolide contain a characteristic hydrogen-bonded 9,11-epoxy-14beta-hydroxy system. They alkylate propanethiol in a process which involves opening of the epoxide function with neighboring hydroxyl assistance. The reaction may mimic the inhibition of tumor growth via selective alkylation of the thiol groups of key enzymes concerned with groth regulation.

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Year:  1974        PMID: 4843378     DOI: 10.1126/science.185.4153.791

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  15 in total

1.  XPB, a subunit of TFIIH, is a target of the natural product triptolide.

Authors:  Denis V Titov; Benjamin Gilman; Qing-Li He; Shridhar Bhat; Woon-Kai Low; Yongjun Dang; Michael Smeaton; Arnold L Demain; Paul S Miller; Jennifer F Kugel; James A Goodrich; Jun O Liu
Journal:  Nat Chem Biol       Date:  2011-01-30       Impact factor: 15.040

2.  Podolide, a new antileukemic norditerpene dilactone from Podocarpus gracilior.

Authors:  S M Kupchan; R L Baxter; M F Ziegler; P M Smith; R F Bryan
Journal:  Experientia       Date:  1975-02-15

Review 3.  Medicinal chemistry and pharmacology of genus Tripterygium (Celastraceae).

Authors:  Anita M Brinker; Jun Ma; Peter E Lipsky; Ilya Raskin
Journal:  Phytochemistry       Date:  2007-01-23       Impact factor: 4.072

Review 4.  Targeting apoptosis pathway with natural terpenoids: implications for treatment of breast and prostate cancer.

Authors:  Huanjie Yang; Q Ping Dou
Journal:  Curr Drug Targets       Date:  2010-06       Impact factor: 3.465

5.  An experimental pathological study of acute Lei Gong Teng (Tripterygium wilfordii Hook) intoxication in rats.

Authors:  Y G Zhang; G Z Huang; H J Wang; Z B Wu; S L Xing
Journal:  Acta Acad Med Wuhan       Date:  1984

6.  Studies on calcium dependence reveal multiple modes of action for triptolide.

Authors:  Stephanie J Leuenroth; Craig M Crews
Journal:  Chem Biol       Date:  2005-12

7.  Triptolide inhibits IL-12/IL-23 expression in APCs via CCAAT/enhancer-binding protein alpha.

Authors:  Yan Zhang; Xiaojing Ma
Journal:  J Immunol       Date:  2010-03-01       Impact factor: 5.422

Review 8.  Targeting tumor proteasome with traditional Chinese medicine.

Authors:  Huanjie Yang; Jinbao Liu; Q Ping Dou
Journal:  Curr Drug Discov Technol       Date:  2010-03

9.  Inhibitory effects of triptolide on titanium particle-induced osteolysis and receptor activator of nuclear factor-κB ligand-mediated osteoclast differentiation.

Authors:  Ju Ang Kim; Hye Jung Ihn; Ju-Young Park; Jiwon Lim; Jung Min Hong; Sang Hyun Kim; Shin-Yoon Kim; Hong-In Shin; Eui Kyun Park
Journal:  Int Orthop       Date:  2014-11-23       Impact factor: 3.075

10.  Inhibition of glutathione synthesis augments lysis of murine tumor cells by sulfhydryl-reactive antineoplastics.

Authors:  B A Arrick; C F Nathan; Z A Cohn
Journal:  J Clin Invest       Date:  1983-02       Impact factor: 14.808

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