Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihydroisoquinoline-2(1H)-yl)methyl)oxazol-5(4H)-one Derivatives Using 1,2,3,Tetrahydroisoquinoline and their Antimicrobial Activity

被引:1
作者
Rao, Nalla Krishna [1 ]
Rao, Tentu Nageswara [2 ]
Parvatamma, Botsa [3 ]
Prashanthi, Y. [4 ]
Cheedarala, Ravi Kumar [5 ]
机构
[1] Krishna Univ, Dept Chem, Machilipatnam, Andhra Pradesh, India
[2] Changwon Natl Univ, Sch Mat Sci & Engn, Chang Won 641773, Gyeongnam, South Korea
[3] Gayathri PG Courses, Dept Organ Chem, Vizianagaram, AP, India
[4] Mahatma Gandhi Univ, Dept Chem, Nalgonda, Telangana, India
[5] Pohang Univ Sci & Technol POSTECH, Dept Chem, San 31 Hyojadong, Pohang 790784, Kyeongbuk, South Korea
关键词
Condensation; oxazolone; isoquinoline; antibacterial activity; NMR; antimicrobial activity; CONTACT SEPARATION MODE; DESIGN; CHITOSAN; KETONES; OXIDE;
D O I
10.2174/1570179417666200415151228
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aims: A series of six 4-benzylidene-2-((1-phenyl-3,4-dihydro isoquinoline-2(1H)-yl)methyloxazol-5(4H)-one derivatives were synthesized by condensation of substituted aryl aldehydes with 2-(2-(1-phenyl-3,4-dihydro isoquinoline-2(1H)-acetamido)acetic acid in the presence of sodium acetate, acetic anhydride and zinc oxide as catalysts. Background: Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihy droisoquinoline-2(1H)-yl)methyl)oxazol-5(4H)-one derivatives using 1,2,3,Tetrahydroisoquinoline and their antimicrobial activity. Objective: The title compounds can be synthesized from 1,2,3,4-tetrahydroisoquinoline. Methods: The target molecules, i.e., 4-benzylidene-2-((1-phenyl-3, 4-dihydro isoquinoline-2(1H)-yl) methyl) oxazol-5(4H)-one derivatives (8a-8f) have been synthesized from 1,2,3,4-tetrahydroisoquinoline which was prepared from benzoic acid in few steps. Results: All the six compounds were evaluated based on advanced spectral data (1H NMR, 13C NMR & LCMS), and the chemical structures of all compounds were determined by elemental analysis. Conclusion: Antibacterial activity of the derivatives was examined for the synthesized compounds and results indicate that compound with bromine substitution has a good activity profile.
引用
收藏
页码:396 / 403
页数:8
相关论文
共 50 条
[1]   A Study of sustainable green current generated by the Fluid-based Triboelectric Nanogenerator (FluTENG) with a comparison of contact and sliding mode [J].
Abu Nahian, Syed ;
Cheedarala, Ravi Kumar ;
Ahn, Kyoung Kwan .
NANO ENERGY, 2017, 38 :458-466
[2]  
Bala S., 2011, INT J CHEMTECH RES, V3, P1102
[3]   SYNTHESIS OF 2-METHYL-(Z)-4-(PHENYLIMINO)NAPHTH[2,3-D]OXAZOL-9-ONE, A MONOIMINE QUINONE WITH SELECTIVE CYTOTOXICITY TOWARD CANCER-CELLS [J].
BENEDETTIDOCTOROVICH, V ;
BURGESS, EM ;
LAMBROPOULOS, J ;
LEDNICER, D ;
VANDERVEER, D ;
ZALKOW, LH .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (05) :710-712
[4]   Sand-polished Kapton film and aluminum as source of electron transfer triboelectric nanogenerator through vertical contact separation mode [J].
Cheedarala, Ravi Kumar ;
Song, Jung Il .
INTERNATIONAL JOURNAL OF SMART AND NANO MATERIALS, 2020, 11 (01) :38-46
[5]   Harvesting liquid stream energy from unsteady peristaltic flow induced pulsatile Flow-TENG (PF-TENG) using slipping polymeric surface inside elastomeric tubing [J].
Cheedarala, Ravi Kumar ;
Shahriar, M. ;
Ahn, Jee Hwan ;
Hwang, Jeong Yun ;
Ahn, Kyoung Kwan .
NANO ENERGY, 2019, 65
[6]   Electric impulse spring-assisted contact separation mode triboelectric nanogenerator fabricated from polyaniline emeraldine salt and woven carbon fibers [J].
Cheedarala, Ravi Kumar ;
Parvez, Abu Naushad ;
Ahn, Kyoung Kwan .
NANO ENERGY, 2018, 53 :362-372
[7]   Double characteristic BNO-SPI-TENGs for robust contact electrification by vertical contact separation mode through ion and electron charge transfer [J].
Cheedarala, Ravi Kumar ;
Le Chau Duy ;
Ahn, Kyoung Kwan .
NANO ENERGY, 2018, 44 :430-437
[8]   Experimental study on critical heat flux of highly efficient soft hydrophilic CuO-chitosan nanofluid templates [J].
Cheedarala, Ravi Kumar ;
Park, Eunju ;
Kong, Kyungil ;
Park, Young-Bin ;
Park, Hyung Wook .
INTERNATIONAL JOURNAL OF HEAT AND MASS TRANSFER, 2016, 100 :396-406
[9]   Highly wettable CuO:graphene oxide core-shell porous nanocomposites for enhanced critical heat flux [J].
Cheedarala, Ravi Kumar ;
Park, Eun Ju ;
Park, Young-Bin ;
Park, Hyung Wook .
PHYSICA STATUS SOLIDI A-APPLICATIONS AND MATERIALS SCIENCE, 2015, 212 (08) :1756-1766
[10]   Bio-Inspired All-Organic Soft Actuator Based on a π-π Stacked 3D Ionic Network Membrane and Ultra-Fast Solution Processing [J].
Cheedarala, Ravi Kumar ;
Jeon, Jin-Han ;
Kee, Chang-Doo ;
Oh, Il-Kwon .
ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (38) :6005-6015