Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
2.7 On-DNA Cyclization Reactions

DOI: 10.1055/sos-SD-241-00121

Liu, G.; Feng, J.Science of Synthesis: DNA-Encoded Libraries, (20241325.

General Introduction

The term “ring system” refers to a structural moiety containing a more or less complex cyclic structure within a compound. Ring systems are present in the vast majority of bioactive molecules, such as FDA-approved drugs, agrochemicals, and natural products; some examples of approved drugs containing ring systems are shown in Scheme 1.[‌1‌‌5‌] It is astonishing, but a statistical fact, that, according to a recent study, up to 99.5% of bioactive small molecules in the ChEMBL database contain at least one ring system in core structural skeletons.[‌1‌] Ring systems as core structures are not only crucial in determining the shapes and global molecular properties of bioactive molecules, but also, in some cases, interact with the biological target directly and therefore influence biological activities. Moreover, modifications of substituents on ring systems provide effective possibilities to improve the activity and selectivity of molecules against biological targets. Therefore, the design of core-structure-based molecules or libraries that are likely to increase the success of drug discovery is not only related to which ring systems are picked, but also to how the ring systems are decorated.

Meeeee 8 Meeeeeee ee Meeeeeee Meeee Meeeeeeeee Meee Meeeeee

M eeeeee ee-eeeee eeeeeeee ee Meeeee ee ee. eeeeee eeee eeeee eeee eeeeeeeeeeeee 888 888 eeeeee eeee eeeeeee ee eeeee, eeeeeeeee eeee 8.88 eeeeeee eeeeeeeee eeeeeeeee eeeeeeeee ee eeeeeeeeeee eeeeeeee eeeeeeeeeee.[‌8‌] Meeeeee, eee eeeeee ee eeee eeeeeee eeeeeee ee eeeeeeee eeeeeeeeee eee eeeeeeee eeeee ee eeeeeeeee eee: eeee 8.8% ee eee 888 888 eeeeee eeee eeeeeee (888) eee ee eeeee ee eee eeeeeeeee eeeeeeeeeeee ee eeeeeeee eeeeee, eee eeee eeeee eeee eeeeeee (888) eee eeee ee eeeeeeee eeeee. Meee eee eeeeeeeeeee, ee eee eeee, eeeeeeeeee eeeeeeeeeee eeeeeeeeeeeee ee eeeeee eee eeeeeeeeee eee eeeeeeee eeeeeeeee (ee eeeeeeeee) ee eeeeeeeee ee eee eeeeeeeee eeee eeeeeee ee eeee eeeeeeeeee ee eee eeeeeeee, eeee eee eee ee eeeeeeeee eeeeeee eeeee eee eeeeeeee eeeee ee eeeee eeee eeeeeeeee eeeeeeeee. Me eee eeeee eeee, ee eeeee ee eeee ee ee eeee eeeeeeeee eeeeeeeee eee eeeeeeeeee ee eeeeeee eeeee eeeeeeee eeeee eeeeeee eeeeeeeeee eee eeee eeeeeee eeee eee eee eeeeeeee ee eee eeeeeeeeee eee eeeee ee eeeeeee eeeeeeeeeee.

Meeee eee eeeeeeeeee ee eeee eeeeeee ee eeee eeeeeeeee, ee ee eeeeeeeeeeee eeee eeeee eeee eeee eeeeeeeeeee eeeeeee eeeeeeee ee eee eeeeee eee eeeeeeeee ee MMM-eeeeeee eeeeeeeee eeee eeee-eeeeee eeeee.[‌8‌,‌8‌] Me-MMM eeeeeeeeeee ee eeeee eeee eeeeeee ee eeeeee ee ee e eeeeeeeeee eeeeeeee eee eeeeeeeeeeee eeeeeeeeeee eeeeeeeeee ee eeeeeeeee eeeeeeeeee eeeeeeeee ee eeee eeeeeeeeee eee eeeee eeee eeeeee ee eee eeeeeeeee ee MMM-eeeeeee eeeeeeeee. Me-MMM eeeeeeeeeee eeeeeeeee eeee eeee eeee eeeeeeeeeee; ee eee eeee ee eee eeeeeeeee, ee eeeee 88 eeee eeeeeee eeee eeee eeeeeeee ee eee eeeeeeeeee eeeee ee-MMM eeeeeeeeeee eeeeeeeee. Meeee eeeeeeeee eee eeeeeeeeee ee Meeeee 88, eeeeeeeeee ee eee eeee ee eeee eeeeee, e.e. eeeeeeeeee eeee-eeeeeeee eeeee, eee-eeeeeeee eeeee, eeee-eeeeeeee eeeee, eeeee-eeeeeeee eeeee, eeeee eeeee, eeeee eeeee, eee eeeeeee eeeee. Me-MMM eeeeeeeeeee eeeeeeeeeeeeeee eeee eeeeeeee eeee eeeee eeeeeee eeeeeee, eee eeee ee eeee eeee eeee eeee-eeeeeee ee eeeeeee MMM-eeeeeee eeeeeee eeeeeeeee.

Meeee 8 Me-MMM Meeeeeeeeee Me Meee Meee-Meeeeeee Meeee[‌8‌‌88‌]

Meeeeeeee(e) Meeeeeeeee Meeeeee Mee
MeMM, ee [‌8‌]
8. MeMM8, MeMM, ee
8. MeMM8, MeMM, 88 °M
8. MeMM8MM, 88 °M
[‌8‌]
8. M8MMM, ee
8. M8M=MMMMMMe8, MeMMe, Me8M, 88 °M
[‌8‌]
88 °M [‌88‌]
MMM, MMM, 88 °M [‌88‌]
ee [‌88‌]
8. 8-M8MM8M8M8MMe, eMe8MMe, ee, eeee MeMM eeeeeeeeeeeee
8. 88 °M
[‌88‌]
8. MM8MM, 88 °M
8. ee MeMM, 88 °M
[‌88‌]
MM8MM, 88 °M [‌8‌]
8. MM8MMM8
8. MMM
[‌8‌]
MeMe(MMe8)/MeMMe, MeMM, 88 °M [‌88‌]
ee ee 88 °M [‌8‌,‌88‌]
MeMe[M(8,8-e-Me8M8M8M)8]/MeMeM8, 88 °M [‌88‌]
eeeeeeeeee, MMM/M8M, 88 °M [‌88‌]
88 °M [‌88‌]
8. MM8MM•MMe, Me8MM8, 88 °M
8. M8MM8M, MeMMM,e 88 °M
8. eMe8MMe, MeMM/M8M, 88 °M
[‌88‌]
8. eeeeeeeeee, MM8Me8, ee
8. M8MM8M, MMM=MMe8, 88 °M
[‌88‌]
M8, 88 °M [‌88‌]
M8MM8, MeMM, 88 °M [‌88‌]
M8MM8, MeMM, 88 °M [‌88‌]
Me8M(MM8)8,e MMMM8,
Me(MM)–eeeeeeeeeeee,
MeMMe, MMM/M8M, 88 °M
[‌88‌]
M8MM, M8MM8, MMMM8, MeMM, MeMM, ee ee 88 °M [‌88‌]

e MeMMM = (8-eeeeeeeeeeeeeee-8-eeeee)eeeeeeeeeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeee.

e Me8M(MM8)8 = eeeeeeeeeee eeee ee eeeeeee eeeeeeeeeeee.

Meeee 8 Me-MMM Meeeeeeeeee Me Meee Mee-Meeeeeee Meeee[‌8‌,‌88‌,‌88‌,‌88‌‌88‌]

Meeeeeeee(e) Meeeeeeeee Meeeeee Mee
MM8Me, 88 °M [‌8‌]
M8MM8, MeMM8MM, 88 °M [‌8‌]
8. M8MM8, MeMM/MM(MMe)8, ee
8. Meeeeeeeeeeʼe eeeee,e MeMe8, ee
[‌88‌]
8. M8MMM, MeMM/MM(MMe)8, ee
8. Meeeeeeeeeeʼe eeeee,e MeMe8, ee
[‌88‌]
8. M8M(MM8)8MMM8MeMe8, 8-Å eeeeeeeee eeeeee, 88–88 °M
8. Me(MMe)8, 8,8-eeeeeeee, MM8Me8, (MM8)8MMMM, 88–88 °M
[‌88‌]
8. M8M(MM8)8MMM8MeMe8, MM8Me8/MM(MMe)8, ee
8. Me(MMe)8, 88 °M
[‌88‌]
8. eMe8MMe, ee, eeee MeMM eeeeeeeeeeeee
8. 88 °M
[‌88‌]
8. MeMM, 88 °M
8. M8, 88 °M
[‌88‌]
(M)-MMMMM,e 88 °M [‌88‌]
8. 8-Å eeeeeeeee eeeeee, 88–88 °M
8. Me(MMe)8, 8,8-eeeeeeee, MM8Me8, (MM8)8MMMM, 88–88 °M
[‌88‌]
MeMM, 88 °M [‌8‌]

e Meeeeeeeeeeʼe eeeee = (M)-8-eeeeee-8-(eeeeeeeeeeeeeee)eeee-8,8-eeeee; (M)-M8M=M(MMMM)MM=MMMMe.

e (M)-MMMMM = (M)-8,8′-eeeeeeeeee-8,8′-eeee eeeeeeee eeeeeeeee.

Meeee 8 Me-MMM Meeeeeeeeee Me Meee Meeee- ee Meee-Meeeeeee Meeee[‌88‌‌88‌]

Meeeeeeee(e) Meeeeeeeee Meeeeee Mee
MMM, 88 °M, 8 e [‌88‌]
Me(eee)8(eeeeee),e
eν (eeee eeeee),
MMMM, M8M,
eeeeeeee, ee
[‌88‌,‌88‌]

e eee = 8-(8-eeeeeee)eeeeee; eeeeee = 8,8′-ee-eeee-eeeee-8,8′-eeeeeeeeee.

Meeee 8 Me-MMM Meeeeeeeeee Me Meee Meeee Meeee[‌8‌‌88‌,‌88‌,‌88‌,‌88‌,‌88‌,‌88‌‌88‌]

Meeeeeeee(e) Meeeeeeeee Meeeeee Mee
MeM, MMMM/M8M, ee [‌88‌]
8. Meeee Me, MM8MM8
8. M8MMM, 88 °M
[‌88‌]
8. Me8M8M8, eeeeeeee,e 88 °M
8. M8MMM, 88 °M
[‌88‌]
8. MeMM8, MeMM, 88 °M
8. M8MMM, ee
[‌88‌]
8. M8MM8, MMMM,e ee ee 88 °M
8. M8, ee
[‌88‌]
MeMMM, MeMe/Me(MMe)8, 88 °M, 88 e [‌88‌]
MeMM, 88 °M [‌88‌]
8. MeMM, ee
8. M8MM, MeMM, ee
[‌88‌]
M8MM, eeeeeeee, M8M, 88 °M [‌88‌]
[‌88‌]
MeMMe, ee [‌88‌]
8. MeMM, 88 °M
8. M8, 88 °M
[‌88‌]
MeMM, 88 °M [‌8‌]
M8(MM)8, MeMM, M8M, MeMM, ee [‌88‌]
MeM, M8M, MMMM, ee [‌88‌]
eeeeeeeeeee, MeMM8M [‌88‌]
eeeeeeee, M8M, ee [‌88‌]
8. M8MM8, ee
8. 8-eeeeeeeeee-8,8-eeeee, Me(MMe)8, MM8Me8, ee
[‌8‌]
8. M8MM8, ee
8. 8-eeeeeeeeee-8,8-eeeee, ee
[‌88‌]
{Me(Me*)Me8}8, MeMMe, MM8MM8MM, MMM eeeeee, ee [‌88‌]
8. MMMM, M8M, 88 °M
8. Me(MeM8)8, eeee, MMMMM, 88 °M
[‌88‌]
eeeeeee, MMMM, M8M, 88 °M [‌88‌]
M8M, 88 e [‌88‌]
88 °M, eeee MeMM8MM, 88 °M [‌88‌]
M8MMM, MMM, MM8Me8, ee [‌88‌]
eMeMM, MMM, 88 °M [‌88‌]
eeeeee (eM 8.8), eMeMM, 88 °M [‌88‌]
MMM, 88 °M [‌88‌]
8. MeMM8, ee
8. M-Mee-8,8-eeeeeee-8M-eeeeeee, (M)-MMMMM,e MeMM, 88 °M
[‌88‌]
MeMM8, M-Mee-8,8-eeeeeee-8M-eeeeeee, eeeeeeee, M8M, 88 °M [‌88‌]
M8MMMM, MeMMe, eeeeee (eM 8.8), 88 ee 88 °M [‌88‌]
88 °M [‌88‌]
ee [‌88‌]
MeM, MMMM, M8M, ee [‌88‌]

e Meeeeeee = 8,8′-eeeeeeee-8,8′-eeeeeeeeeeee eeeeeeee.

e MMMM = 8,8′-eeeeeeeeeeeeeeeeeeeeeee.

e (M)-MMMMM = (M)-8,8′-eeeeeeeeee-8,8′-eeee eeeeeeee eeeeeeeee.

Meeee 8 Me-MMM Meeeeeeeeee Me Meee Meeee-Meeee ee Meeeeee Meeee[‌88‌,‌88‌‌88‌]

Meeeeeeee(e) Meeeeeeeee Meeeeee Mee
MMM, M8M, 88 °M [‌88‌]
MeMe•M(MMe8)8,e MeMeM8, MMM, ee [‌88‌]
eMe8MMe, eeeeeee, M8M, 88 °M [‌88‌]
MeM, MMMM, M8M, ee [‌88‌]

e Me8 = 8,8-e-Me8M8M8.

References


Cookie-Einstellungen