NOVEL SYNTHESIS OF CARBOCYCLIC OXETANOCIN ANALOGS (2-ALKOXY-C.OXT-A) AND THEIR TUBE FORMATION ACTIVITIES OF HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS (HUVEC)

We succeeded in the effective synthesis of five types of 2-alkoxy-C.OXT-A analogs (9, 10a-d) by applying the de novo synthesis of 2-alkoxyadenosine derivatives (2), which was developed in our laboratory. For these synthesized compounds, the angiogenic activity was evaluated using human umbilical vei...

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Bibliographic Details
Published inHeterocycles Vol. 85; no. 5; pp. 1105 - 1116
Main Authors Sakakibara, Norikazu, Tsukamoto, Ikuko, Tsuruta, Takashi, Takata, Maki, Konishi, Ryoji, Maruyama, Tokumi
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 2012
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ADENOSINE RECEPTOR
THERAPEUTIC ANGIOGENESIS
SPONGOSINE
Tube Formation Activity
2-CI-C.OXT-A
Nucleoside Derivative
NUCLEOSIDE
POTENT
2-Alkoxy-C.OXT-A Analog
HUVEC
ANTIVIRAL ACTIVITY
SELECTIVE AGONISTS
NITRITE
DERIVATIVES
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Summary:We succeeded in the effective synthesis of five types of 2-alkoxy-C.OXT-A analogs (9, 10a-d) by applying the de novo synthesis of 2-alkoxyadenosine derivatives (2), which was developed in our laboratory. For these synthesized compounds, the angiogenic activity was evaluated using human umbilical vein endothelial cells. Four products (10a-d) enhanced the activity of the cell; in particular, 2-methoxy-C.OXT-A (10a) and 2-isopropoxy-C.OXT-A (10c) at a concentration of 100 mu M exhibited the same or stronger potency than the vascular endothelial cell growth factor.
ISSN:0385-5414
DOI:10.3987/COM-12-12441