synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins海洋pyrroloiminoquinone生物碱的合成,discorhabdins.pdfVIP
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synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins海洋pyrroloiminoquinone生物碱的合成,discorhabdins
Mar. Drugs 2010, 8, 1394-1416; doi:10.3390/md8041394
OPEN ACCESS
Marine Drugs
ISSN 1660-3397
/journal/marinedrugs
Review
Synthesis of the Marine Pyrroloiminoquinone Alkaloids,
Discorhabdins
Yasufumi Wada 1,†, Hiromichi Fujioka 1,* and Yasuyuki Kita 1,2,*
1 Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka,
565-0871, Japan
2 College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga,
525-8577, Japan
† JSPS Research Fellow.
* Authors to whom correspondence should be addressed; E-Mails: fujioka@phs.osaka-u.ac.jp (H.F.);
kita@ph.ritsumei.ac.jp (Y.K.); Tel.: +81 6 6879 8225; Fax: +81 6 6879 8229.
Received : 7 April 2010; in revised form: 16 April 2010 / Accepted: 19 April 2010 /
Published: 21 April 2010
Abstract: Many natural products with biologically interesting structures have been
isolated from marine animals and plants such as sponges, corals, worms, etc. Some of them
are discorhabdin alkaloids. The discorhabdin alkaloids (discorhabdin A-X), isolated from
marine sponges, have a unique structure with azacarbocyclic spirocyclohexanone and
pyrroloiminoquinone units. Due to their prominent potent antitumor activity, discorhabdins
have attracted considerable attention. Many studies have been reported toward the
synthesis of discorhabdins. We have accomplished the first total synthesis of discorhabdin
A (1), having the strongest activity in vitro among discorhabdins in 2003. In 2009, we have
also
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