Mimicry of annonaceous acetogenins : enantioselective synthesis of a (4R)-hydroxy analogue having potent antitumor activity

The (4R)-hydroxylated analogues of annonaceous acetogenin mimicking compound 2 were designed and synthesized structurally on the basis of the naturally occurring annonaceous acetogenin bullatacin, which was discovered as a typical member of the novel family of polyketides with potent cytotoxicity, antitumoral, and other biological activities. The preliminary screenings show that the IC(50) values of 2 were 1.6 x 10(-3) and 8 x 10(-2) microg/mL against HT-29 and HCT-8, respectively. A remarkable enhancement effect was observed by the activity comparison of 1c and its (4R)-hydroxylated analogue 2.

Medienart:

Artikel

Erscheinungsjahr:

2002

Erschienen:

2002

Enthalten in:

Zur Gesamtaufnahme - volume:67

Enthalten in:

The Journal of organic chemistry - 67(2002), 10 vom: 17. Mai, Seite 3404-8

Sprache:

Englisch

Beteiligte Personen:

Jiang, Sheng [VerfasserIn]
Liu, Zhong-Hai [VerfasserIn]
Sheng, Gang [VerfasserIn]
Zeng, Bu-Bing [VerfasserIn]
Cheng, Xiao-Guang [VerfasserIn]
Wu, Yu-Lin [VerfasserIn]
Yao, Zhu-Jun [VerfasserIn]

Themen:

102989-24-2
3-((2R,13S)-2,13-dihydroxy-14-(2-(2S)-hydroxydodecyloxy)ethoxy)tetradecyl-5-methyl-5H-furan-2-one
80168379AG
Antineoplastic Agents, Phytogenic
Bullatacin
Doxorubicin
Furans
Journal Article
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 09.12.2002

Date Revised 10.07.2019

published: Print

Citation Status MEDLINE

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM118800159