Synthesis and Biological Evaluation of Cyclic Sulfamide Derivatives as 11β-Hydroxysteroid Dehydrogenase 1 Inhibitors

被引：18

作者：

Kim, Se Hoan ^{[1
,2
]}

Bok, Ju Han ^{[1
]}

Lee, Jae Hong ^{[1
,2
]}

Kim, Il Hyang ^{[1
,2
]}

Kwon, Sung Wook ^{[1
,2
]}

Lee, Gui Bin ^{[1
]}

Kang, Seung Kyu ^{[1
]}

Park, Ji Seon ^{[1
]}

Jung, Won Hoon ^{[1
]}

Kim, Hee Yeon ^{[1
]}

Rhee, Sang Dal ^{[1
]}

Ahn, Sung Hoon ^{[1
]}

Bae, Myung Ae ^{[1
]}

Ha, Deok Chan ^{[2
]}

Kim, Ki Young ^{[1
]}

Ahn, Jin Hee ^{[1
]}

机构：

[1] Korea Res Inst Chem Technol, Bioorgan Sci Div, Taejon 305600, South Korea

[2] Korea Univ, Dept Chem, Seoul 136701, South Korea

来源：

ACS MEDICINAL CHEMISTRY LETTERS | 2012年 / 3卷 / 02期

关键词：

diabetes; antidiabetic agents; 11 beta-hydroxysteroid dehydrogenase type 1; cyclic sulfamide; adamantyl group; 11-BETA-HSD1; INHIBITORS; METABOLIC SYNDROME; VISCERAL OBESITY; TYPE-1; MICE; HYPERGLYCEMIA;

D O I：

10.1021/ml200226x

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new series of cyclic sulfamide derivatives were synthesized and evaluated for their ability to inhibit 11 beta-HSD1. Among this series, 18e showed good in vitro activity toward human 11 beta-HSD1, selectivity against 11 beta-HSD2, microsomal stability, and pharmacokinetic and safety profiles (hERG, CYP, and acute toxicity). Additionally, 18e exhibited good in vivo efficacy in rat and monkey models.

引用

页码：88 / 93

页数：6

共 50 条

[1] Optimization of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors for the potential treatment of ischemic brain injury
Lee, Jeong Hyun
Bok, Ju Hwan
Park, Sung Bum
Pagire, Haushabhau S.
Na, Yoon-Ju
Rim, Eunyoung
Jung, Won Hoon
Song, Jin Sook
Kang, Nam Sook
Seo, Ho Won
Jung, Kwan-Young
Lee, Byung Ho
Kim, Ki Young
Ahn, Jin Hee
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2020, 30 (02)
[2] Synthesis and evaluation of thiadiazole derivatives as inhibitors of 11β-hydroxysteroid dehydrogenase type 1
Pradaux-Caggiano, Fabienne
Su, Xiangdong
Vicker, Nigel
Thomas, Mark P.
Smithen, Deborah
Halem, Heather A.
Culler, Michael D.
Potter, Barry V. L.
MEDCHEMCOMM, 2012, 3 (09) : 1117 - 1124
[3] Design, synthesis, and biological evaluation of novel selective peptide inhibitors of 11β-hydroxysteroid dehydrogenase 1
Boudon, Stephanie
Heidl, Marc
Vuorinen, Anna
Wandeler, Eliane
Campiche, Remo
Odermatt, Alex
Jackson, Eileen
BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (18) : 5128 - 5139
[4] Synthesis and biological evaluation of picolinamides as potent inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1)
Ryu, Je Ho
Kim, Shinae
Han, Hye Young
Son, Hyun Joo
Lee, Hyun Jung
Shin, Young Ah
Kim, Jae-Sun
Park, Hyeung-geun
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (03) : 695 - 700
[5] Discovery of cyclicsulfonamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors
Kim, Se Hoan
Ramu, Ravirala
Kwon, Sung Wook
Lee, Su-Hee
Kim, Chi Hyun
Kang, Seung Kyu
Rhee, Sang Dal
Bae, Myung Ae
Ahn, Sung Hoon
Ha, Duck Chan
Cheon, Hyae Gyeong
Kim, Ki Young
Ahn, Jin Hee
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (03) : 1065 - 1069
[6] Design, synthesis, molecular docking and in vitro evaluation of benzothiazole derivatives as 11β-hydroxysteroid dehydrogenase type 1 inhibitors
Cabrera Perez, Laura C.
Padilla-Martinez, Itzia I.
Cruz, Alejandro
Correa Basurto, Jose
Miliar Garcia, Angel
Hernandez Zavala, Argelia A.
Gomez Lopez, Modesto
Rosales Hernandez, Martha C.
MOLECULAR DIVERSITY, 2020, 24 (04) : 971 - 984
[7] Design, synthesis, molecular docking and in vitro evaluation of benzothiazole derivatives as 11β-hydroxysteroid dehydrogenase type 1 inhibitors
Laura C. Cabrera Pérez
Itzia I. Padilla-Martínez
Alejandro Cruz
José Correa Basurto
Ángel Miliar García
Argelia A. Hernández Zavala
Modesto Gómez López
Martha C. Rosales Hernández
Molecular Diversity, 2020, 24 : 1 - 14
[8] SYNTHESIS AND BIOLOGICAL EVALUATION OF PICOLINAMIDES AS POTENT INHIBITORS OF 11B-HYDROXYSTEROID DEHYDROGENASE TYPE 1 (11BHSD1)
Ho, R. Je
Kim, H. D.
Suh, Y. G.
Park, H. G.
DIABETES TECHNOLOGY & THERAPEUTICS, 2016, 18 : A128 - A128
[9] Synthesis of sterically encumbered 11β-aminoprogesterone derivatives and evaluation as 11β-hydroxysteroid dehydrogenase inhibitors and mineralocorticoid receptor antagonists
Pandya, Keyur
Dietrich, David
Seibert, Julia
Vederas, John C.
Odermatt, Alex
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (21) : 6274 - 6281
[10] Chemical synthesis, characterisation and biological evaluation of lactonic-estradiol derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 1
Farhane, Siham
Fournier, Michelle-Audrey
Poirier, Donald
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2013, 137 : 322 - 331

← 1 2 3 4 5 →