2011 Fiscal Year Final Research Report
Study on structural development of novel 14-epi-19-norprevitamin D type seco-steroids working on bone formation
| Project/Area Number |
21590022
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Teikyo University |
|---|
Principal Investigator |
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
TAKANO Masashi 帝京大学, 薬学部, 助教 (50386611)
|
|---|
| Co-Investigator(Renkei-kenkyūsha) |
SAWADA Daisuke 帝京大学, 薬学部, 准教授 (00338691)
SUGIYAMA Toru 東京大学, 総合文化研究科, 助教 (40242036)
|
|---|
| Project Period (FY) |
2009 – 2011
|
| Keywords | 有機化学 / 薬学 / 合成化学 / 生理活性 / 活性型ビタミンD3 / ビタミンD受容体 / タキステロール |
|---|
| Research Abstract |
As a novel skeleton of vitamin D working on bone formation, 14-epi-2α-methyl-1α, 25-dihydroxy-19-norprevitamin D_3 has been synthesized. Interestingly, we found that the new compound epimerizes to 14-epi-2α-methyl-1α, 25-dihydroxy-19-nortachysterol by acidic catalysts, and the tachysterol analog showed potent osteocalcin promoter transactivation activity through the vitamin D receptor. Next, we developed a direct synthetic route to the epimerized compound to obtain enough amount of the tachysterol analog for in vivo studies. X-ray co-crystallographic studies explained an unprecedented binding mode of the tachysterol to the vitamin D receptor.
|
-
-
[Journal Article] C15-Functionalized 16-Ene-1., 25-dihydroxyvitamin D3 is a New Vitamin D Analog with Unique Biological Properties2012
Author(s)
Go Kumagai, Masashi Takano, Kanako Shindo, Daisuke Sawada, Nozomi Saito, Hiroshi Saito, Sshinji Kakuda, Ken-ichiro Takagi, Midori Takimoto-Kamimura, Kazuya Takenouchi, Tai C. Chen and Atsushi Kittaka
-
Journal Title
Anticancer Res
Volume: 32
Pages: 311-318
URL
Peer Reviewed
-
-
-
-
[Journal Article] Substitution at Carbon 2 of 19-Nor-1., 25-dihydroxyvitamin D3 with 3-Hydroxypropyl Group Generates an Analog with Enhanced Chemotherapeutic Potency in PC-3 Prostate Cancer Cells2011
Author(s)
Diego Iglesias-Gato, Shasha Zheng, John N. Flanagan, Lan Jiang, Atsushi Kittaka, Toshiyuki Sakaki, Keiko Yamamoto, Toshimasa Itoh, Nathan K. LeBrasseur, Gunnar Norstedt, Tai C. Chen
-
Journal Title
J. Steroid Biochem. Mol. Biol
Volume: 127
Pages: 269-275
DOI
Peer Reviewed
-
-
-
-
[Journal Article] New C15-Substituted Active Vitamin D32011
Author(s)
Kanako Shindo, Go Kumagai, Masashi Takano, Daisuke Sawada, Nozomi Saito, Hiroshi Saito, Shinji Kakuda, Ken-ichiro Takagi, Eiji Ochiai, Kyohei Horie, Midori Takimoto-Kamimura, Seiichi Ishizuka, Kazuya Takenouchi, and Atsushi Kittaka
-
Journal Title
Org. Lett
Volume: 13
Pages: 2852-2855
DOI
Peer Reviewed
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
