PMID- 24900728
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20140605
LR  - 20211021
IS  - 1948-5875 (Print)
IS  - 1948-5875 (Electronic)
IS  - 1948-5875 (Linking)
VI  - 4
IP  - 7
DP  - 2013 Jul 11
TI  - Synthesis of 2alpha-heteroarylalkyl active vitamin d3 with therapeutic effect on 
      enhancing bone mineral density in vivo.
PG  - 671-4
LID - 10.1021/ml400098w [doi]
AB  - 2alpha-Heteroarylethyl-1alpha,25-dihydroxyvitamin D3 analogues, which were designed to 
      form a hydrogen bond between Arg274 of human vitamin D receptor (hVDR) and a 
      nitrogen atom of the heteroaromatic ring at the 2alpha-position, were synthesized. 
      Among them, 2alpha-[2-(tetrazol-2-yl)ethyl]-1alpha,25-dihydroxyvitamin D3 showed higher 
      osteocalcin promoter transactivation activity in human osteosarcoma (HOS) cells 
      and a greater therapeutic effect in ovariectomized (OVX) rats, osteoporosis model 
      animals, on enhancing bone mineral density than those of active vitamin D3. X-ray 
      cocrystallographic analysis of the hVDR-ligand complex confirms that the new 
      hydrogen bond formation stabilized the complex.
FAU - Matsuo, Miki
AU  - Matsuo M
AD  - Faculty of Pharmaceutical Sciences, Teikyo University , Itabashi-ku, Tokyo 
      173-8605, Japan.
FAU - Hasegawa, Asami
AU  - Hasegawa A
AD  - Faculty of Pharmaceutical Sciences, Teikyo University , Itabashi-ku, Tokyo 
      173-8605, Japan.
FAU - Takano, Masashi
AU  - Takano M
AD  - Faculty of Pharmaceutical Sciences, Teikyo University , Itabashi-ku, Tokyo 
      173-8605, Japan.
FAU - Saito, Hiroshi
AU  - Saito H
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Kakuda, Shinji
AU  - Kakuda S
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Chida, Takayuki
AU  - Chida T
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Takagi, Ken-Ichiro
AU  - Takagi K
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Ochiai, Eiji
AU  - Ochiai E
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Horie, Kyohei
AU  - Horie K
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Harada, Yoshifumi
AU  - Harada Y
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Takimoto-Kamimura, Midori
AU  - Takimoto-Kamimura M
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Takenouchi, Kazuya
AU  - Takenouchi K
AD  - Teijin Institute for Bio-medical Research, Teijin Pharma Ltd. , Hino-shi, Tokyo 
      191-8512, Japan.
FAU - Sawada, Daisuke
AU  - Sawada D
AD  - Faculty of Pharmaceutical Sciences, Teikyo University , Itabashi-ku, Tokyo 
      173-8605, Japan.
FAU - Kittaka, Atsushi
AU  - Kittaka A
AD  - Faculty of Pharmaceutical Sciences, Teikyo University , Itabashi-ku, Tokyo 
      173-8605, Japan.
LA  - eng
PT  - Journal Article
DEP - 20130528
PL  - United States
TA  - ACS Med Chem Lett
JT  - ACS medicinal chemistry letters
JID - 101521073
PMC - PMC4027143
OTO - NOTNLM
OT  - Vitamin D
OT  - X-ray cocrystallographic analysis
OT  - bone mineral density
OT  - in vivo antiosteoporotic effect
OT  - osteocalcin
OT  - vitamin D receptor
EDAT- 2014/06/06 06:00
MHDA- 2014/06/06 06:01
PMCR- 2014/07/11
CRDT- 2014/06/06 06:00
PHST- 2013/03/08 00:00 [received]
PHST- 2013/05/28 00:00 [accepted]
PHST- 2014/06/06 06:00 [entrez]
PHST- 2014/06/06 06:00 [pubmed]
PHST- 2014/06/06 06:01 [medline]
PHST- 2014/07/11 00:00 [pmc-release]
AID - 10.1021/ml400098w [doi]
PST - epublish
SO  - ACS Med Chem Lett. 2013 May 28;4(7):671-4. doi: 10.1021/ml400098w. eCollection 
      2013 Jul 11.