Exploring N-acyl-4-azatetracyclo[5.3.2.0.0]dodec-11-enes as 11β-HSD1 Inhibitors

Rosana Leiva; Andrew McBride; Margaret Binnie; Scott P Webster; Santiago Vázquez

doi:10.3390/molecules23030536

Exploring N-acyl-4-azatetracyclo[5.3.2.0.0]dodec-11-enes as 11β-HSD1 Inhibitors

Rosana Leiva, Andrew McBride, Margaret Binnie, Scott P Webster, Santiago Vázquez

Research output: Contribution to journal › Article › peer-review

Abstract / Description of output

We recently found that a cyclohexanecarboxamide derived from 4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-ene displayed low nanomolar inhibition of 11β-HSD1. In continuation of our efforts to discover potent and selective 11β-HSD1 inhibitors, herein we explored several replacements for the cyclohexane ring. Some derivatives exhibited potent inhibitory activity against human 11β-HSD1, although with low selectivity over the isoenzyme 11β-HSD2, and poor microsomal stability.

Original language	English
Journal	Molecules
Volume	23
Issue number	3
DOIs	https://doi.org/10.3390/molecules23030536
Publication status	Published - 28 Feb 2018

Keywords / Materials (for Non-textual outputs)

Journal Article

Access to Document

10.3390/molecules23030536

molecules-23-00536
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
Final published version, 2.74 MB

Cite this

@article{f2737cdc94e748a8bbaeb8c02e456e17,

title = "Exploring N-acyl-4-azatetracyclo[5.3.2.0.0]dodec-11-enes as 11β-HSD1 Inhibitors",

abstract = "We recently found that a cyclohexanecarboxamide derived from 4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-ene displayed low nanomolar inhibition of 11β-HSD1. In continuation of our efforts to discover potent and selective 11β-HSD1 inhibitors, herein we explored several replacements for the cyclohexane ring. Some derivatives exhibited potent inhibitory activity against human 11β-HSD1, although with low selectivity over the isoenzyme 11β-HSD2, and poor microsomal stability.",

keywords = "Journal Article",

author = "Rosana Leiva and Andrew McBride and Margaret Binnie and Webster, {Scott P} and Santiago V{\'a}zquez",

year = "2018",

month = feb,

day = "28",

doi = "10.3390/molecules23030536",

language = "English",

volume = "23",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "3",

}

TY - JOUR

T1 - Exploring N-acyl-4-azatetracyclo[5.3.2.0.0]dodec-11-enes as 11β-HSD1 Inhibitors

AU - Leiva, Rosana

AU - McBride, Andrew

AU - Binnie, Margaret

AU - Webster, Scott P

AU - Vázquez, Santiago

PY - 2018/2/28

Y1 - 2018/2/28

N2 - We recently found that a cyclohexanecarboxamide derived from 4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-ene displayed low nanomolar inhibition of 11β-HSD1. In continuation of our efforts to discover potent and selective 11β-HSD1 inhibitors, herein we explored several replacements for the cyclohexane ring. Some derivatives exhibited potent inhibitory activity against human 11β-HSD1, although with low selectivity over the isoenzyme 11β-HSD2, and poor microsomal stability.

AB - We recently found that a cyclohexanecarboxamide derived from 4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-ene displayed low nanomolar inhibition of 11β-HSD1. In continuation of our efforts to discover potent and selective 11β-HSD1 inhibitors, herein we explored several replacements for the cyclohexane ring. Some derivatives exhibited potent inhibitory activity against human 11β-HSD1, although with low selectivity over the isoenzyme 11β-HSD2, and poor microsomal stability.

KW - Journal Article

U2 - 10.3390/molecules23030536

DO - 10.3390/molecules23030536

M3 - Article

C2 - 29495550

SN - 1420-3049

VL - 23

JO - Molecules

JF - Molecules

IS - 3

ER -

Exploring N-acyl-4-azatetracyclo[5.3.2.0.0]dodec-11-enes as 11β-HSD1 Inhibitors

Abstract / Description of output

Keywords / Materials (for Non-textual outputs)

Access to Document

Fingerprint

Cite this