synthesis and docking analysis of new heterocyclic system n1, n4-bis ((2-chloroquinolin-3-yl) methylene) benzene-1, 4-diamine as potential human akt1 inhibitor

نویسندگان

sohrab ghanei ghoshkaneh department of chemistry, school of sciences, payam nour university of mashhad, mashhad, iran

hossein eshghi department of chemistry, school of sciences, ferdowsi university of mashhad, mashhad, iran

mohammad saadatmandzadeh department of chemistry, school of sciences, ferdowsi university of mashhad, mashhad, iran

چکیده

abstract: objective(s): in recent years, the chemistry of 2-chloroquinoline-3-carbaldehydes have received considerable attention owing to their synthetic and effective biological importance which exhibits a wide variety of biological activity, n1,n4-bis((2-chloroquinolin-3-yl)methylene)benzene-1,4-diamine derivatives that synthesized from 2-chloroquinoline-3-carbaldehydes may have biological effects. as the inhibitor of akt1 (rac-alpha serine/threonine-protein kinase is an enzyme that in humans is encoded by the akt1), the aforementioned compounds may have implication in preventing complications of cancers. materials and methods: a group of n1, n4-bis ((2-chloroquinolin-3-yl) methylene) benzene-1, 4-diamine derivatives (3a-3i) (h, 6-me, 6-ome, 6-oet, 6-cl, 7-me, 6-et, 6-isopropyl, 7-cl) were synthesized, and theoretically evaluated for their inhibitory as potential human akt1 inhibitors via docking process. the docking calculation was done in gold 5.2.2 software using genetic algorithm.results: compounds 3b (6-me) and 3d (6-oet) showed the best inhibitory potency by gold score value of 113.76 and 107.58 respectively. discussion: some of the best models formed strong hydrogen bonds with asn 49, lys 220, ser 157, arg 225 and trp 76 via quinoline moiety and nitrogen of quinolone ring (figure 1). pi-pi interaction between lys 220, trp 76, tyr 224, arg 225, ile 80, and asn 49 quinoline moiety was one of the common factor in enzyme-inhibitor junction.conclusion: it was found that both hydrogen bonding and hydrophobic interactions are important in function of biological molecules, especially for inhibition in a complex.keywords: akt1 inhibitors, cancer, docking analysis, heterocyclic compound, quinoline derivatives.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Synthesis and Docking Analysis of New Heterocyclic System N1, N4-bis ((2-chloroquinolin-3-yl) methylene) benzene-1, 4-diamine as Potential Human AKT1 Inhibitor

Abstract: Objective(s): In recent years, the chemistry of 2-chloroquinoline-3-carbaldehydes have received considerable attention owing to their synthetic and effective biological importance which exhibits a wide variety of biological activity, N1,N4-bis((2-chloroquinolin-3-yl)methylene)benzene-1,4-diamine derivatives that synthesized from 2-chloroquinoline-3-carbaldehydes may have biological ef...

متن کامل

Synthesis and Docking Analysis of New Heterocyclic System N1, N4-bis ((2-chloroquinolin-3-yl) methylene) benzene-1, 4-diamine as Potential Human AKT1 Inhibitor

Abstract: Objective(s): In recent years, the chemistry of 2-chloroquinoline-3-carbaldehydes have received considerable attention owing to their synthetic and effective biological importance which exhibits a wide variety of biological activity, N1,N4-bis((2-chloroquinolin-3-yl)methylene)benzene-1,4-diamine derivatives that synthesized from 2-chloroquinoline-3-carbaldehydes may have biological ef...

متن کامل

Synthesis and Docking Analysis of New Heterocyclic System N1, N4-bis (2-chloroquinolin-3-yl) methylene) benzene-1, 4-diamine as Potential Human AKT1 Inhibitor

In recent years, the chemistry of 2-chloroquinoline-3-carbaldehydes have received considerable attention owing to their synthetic and effective biological importance which exhibits a wide variety of biological activity, N1,N4-bis((2-chloroquinolin-3-yl)methylene)benzene-1,4-diamine derivatives that synthesized from 2-chloroquinoline-3-carbaldehydes may have biological effects. As the inhibitor ...

متن کامل

Synthesis and molecular docking of novel N-((2-chloroquinolin-3-yl) methylene)-4-methylbenzenamine derivatives as anti-HIV-1 reverse transcriptase inhibitors

In this research work, a proficient method has been developed for the preparation of novel N-((2-chloroquinolin-3-yl) methylene)-4-methylbenzenamine derivatives from 2-chloroquinoline-3-carbaldehyde derivatives and p-toluidine in ethanol as solvent and using catalytic amount of acetic acid under reflux conditions to obtain desired products in good yields. The identification of all the synthesiz...

متن کامل

SYNTHESIS OF OXAZOLO [3, 2-b] 1, 2, 4- TRIAZINES A NOVEL HETEROCYCLIC SYSTEM

The synthesis of 6- methyl- 2- phenyl- 7H- oxazolo [3,2-b] 1,2,4-Triazine- 7-one (6, R=Ph) and its 2-P- bromophenyl analogue to the two members of a new heterocyclic system is described

متن کامل

Synthesis and Leishmanicidal Activity of 1-[5-(5-nitrofuran-2-yl)-1, 3, 4-thiadiazole-2-yl]-4-benzoylepiperazines

A series of (5-nitrofuran-2-yl)-1, 3, 4-thiadiazole-2-yl derivatives 6a–6e have been synthesized and screened for in vitro anti-leishmanial activity against the promastigote form of L. major. The structure of Schiff bases were confirmed by 1H NMR, IR. Screening results indicate that all of the designed and synthesized final compounds (6a-6e) significantly reduced the viability of promastigotes ...

متن کامل

منابع من

با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید


عنوان ژورنال:
the iranian journal of pharmaceutical research

جلد ۱۵، شماره ۳، صفحات ۳۲۱-۳۲۷

میزبانی شده توسط پلتفرم ابری doprax.com

copyright © 2015-2023