Bazı Yeni Tiyofen-2,5 Dikarboksilik Asit bis-aril (alkil) amid Bileşiklerinin Antitümör ve Antibakteriyel Özelliklerinin İncelenmesi
Tiyofen türevli bileşikler, çeşitli farmakolojik aktiviteleri nedeniyle kimya, biyoloji ve farmakolojide ilgi uyandırır. Bu çalışma, tiyofen-2,5-dikarboksilik asit bis-aril (alkil) amid bileşiklerinin antitümör ve antibakteriyel aktivitesini araştırmayı amaçlamaktadır. Bu çalışmada, tüm bileşikler için antibakteriyel ve antitümör özellikleri in vitro ortamda belirlenmiştir. Sonuç olarak, hücre canlılığı deneyleri, bu bileşiklerin bazılarının in vitro anti-tümör aktivitesine sahip olduğunu göstermektedir. Ayrıca, bazı bileşiklerin etkili bir antibakteriyel aktiviteye sahip olduğu da bulunmuştur.
Investigation of Antitumor and Antibacterial Properties of Some New Thiophene-2,5-Dicarboxylic Acid bis-aryl (alkyl) amide Compounds
Thiophene-derived compounds are of interest in chemistry, biology and pharmacology because of theirvarious pharmacological activities This study aims to investigate the antitumor and antibacterial activity ofthiophene-2,5-dicarboxylic acid bis-aryl (alkyl) amide compounds. In this study, the properties of antibacterialand antitumor were determined in vitro media, for all compounds.As a result, cell viability experiments show that some of this compounds have effective in vitro antitumoractivity. In addition, it has also been found that some compounds have an effective antibacterial activity.
___
- Song P., Yao X., Zhong T., Zhang S.,
Guo Y., Ren W., Huang D., Duan XC.,
Yin YF., Zhang SS., Zhang X. The
anti-tumor efficacy of 3-(2-
Nitrophenyl) propionic acid-paclitaxel
(NPPA-PTX): a novel paclitaxel
bioreductive prodrug Oncotarget., 26
(2016) 48467-48480.
- Munichandra Reddy S., Subba Rao
D., Madhu K., Subramanyam Ch.,
Gnana Kumari P. & Naga Raju C. 2-
(Benzo[d]thiazol-2-yl) phenyl-4-
nitrophenyl alkyl/aryl substituted
phosphoramidates: Synthesis,
characterization and antimicrobial
activity evaluation Phosphorus, Sulfur,
and Silicon and the Related Elements,
193 (2018).
- Babu YH., Vasu Govardhana RP.,
Suresh RC., Devendranath RC., Uma
MDP. Synthesis and antimicrobial activity of novel 2‐alkyl/arylcarbamato‐
6‐(1,1‐dimethylethyl)‐3‐cyclohexyl‐
3,4‐dihydro‐2H‐1,3,2‐
benzoxazaphosphorine‐2‐oxides,
Journal of Heterocyclic Chemistry,
(2009).
- Mashooq AB., Mohamed A.O., Ahmed
MN., Mohamed MA., Hoong-Kun F.
Synthesis and antitumor activity of 4-
cyclohexyl/aryl-5-(pyridin-4- yl)-2,4-
dihydro-3H-1,2,4-triazole-3-thione
Med Chem Res., 24 (2014).
- Mohamed G. G., Omar M. M., Hindy
A. M. M., Spectrochimica Acta Part A,
62 (2005) 1140–1150
- Diana P., Carbone A., Barraja P.,
Montalbano A., Martorana A., Dattolo
G., Gia O., Viab L.D., Cirrincionea G.,
Synthesis and antitumor properties of
2,5-bis(3-indolyl)thiophenes:
Analogues of marine alkaloid
nortopsentin., Bioorganic & Medicinal
Chemistry Letters 17 (2007) 2342–
2346.
- Süleymanoğlu N., Ustabaşı R.,
Alpaslan Y.B., Ünver Y., Turan M.,
Sancak K., Synthesis, spectroscopic characterization, calculational studies
and in vitro antitumoral activity of 4-(3-
(1H-imidazol-1-yl)propyl)-(thiophen-2-
ylmethyl)-1H-1,2,4-triazol-5(4H)-one.,
Journal of Molecular Structure 989
(2011) 101–108.
- Clinical Laboratory Standarts Institute
(CLSI) M100-S23; Vol. 33 No.1,
january 2013.
- Kumammoto T., Toyooka K., Nishida
M., Kuwahara H., Yashimura Y.,
Kawada J., Kubota S., Effect of 2,4-
Dihydro-3H-1,2,4- Triazole-3 –Thiones
and Thiosemicarbazones on lodide
Uptake by The Mause Thyroid , The
Relationship Between Their Structure
and Antithyroid Activity., Chem.
Pharm. Bull., 38 (1990) 2595-2596
- Ferrari B.M., Capacchi S., Pelosi G.,
Reffo G., Tarasconi P., Albertini R.,
Pinelli S., Lungni P., Synthesis,
Structural Characterization and
Biological Activity of Helicin
Thiosemicarbazone Monohydrate and a
Copper (II) Complex of
Salicylaldehyde Thiosemicarbazone,
Inorganica Chimica Acta, (1999) 286,
134-141.
- Offing O.E., Martelli S. Antibacterial
Activity of Metal Complexes of Benzil
and Benzoin Thiosemicarbazones, IL
Farmaco., 49 (1994) 513-518.
- Koparır M., Cansız A., and Cetin A.,
Thiophene-2,5-dicarboxylic Acid Bisaryl(
alkyl) Amides Heteroatom
Chemistry (2005) 16-6.
- Garcia-Tojal J., Garcia-Orad A., Serra
J. L., Pizarro J.L., Lezama L., Arriortua
M.I., Rojo T., Inorg. J., Biochem, 75
(1999) 45–54.
- Sharma S., Athar F., Maurya M.R.,
Azam A., European Journal of
Medicinal Chemistry, 40 (2005) 1414–
1419
- Singh S., Athar F., Maurya M.R., Azam
A., European Journal of Medicinal
Chemistry, 41 (2006) 592–598.
- Parai M.K., Panda G., Chaturvedi V.,
Manjub Y.K., Sinhab S., Bioorganic &
Medicinal Chemistry Letters, 18 (2008)
289–292.
- Romagnoli R., Baraldi P. G., Carrion
M. D., Cara C. L., Cruz-Lopez O.,
Iaconinoto M. A., Preti D., Shryock
J.C., Moorman A.R., Vincenzi F.,
Varani K., Borea P. A., J. Med. Chem.,
51 (2008)5875–5879.
- Stolic I., Miškovic K., Magdaleno A.,
Silber A. M., Piantanida I., Bajic M.,
Glavaš-Obrovac L., Bioorganic &
Medicinal Chemistry 17 (2009) 2544–
2554.
- Jiao J., Fang H., Wang X., Guan P.,
Yuan Y., Xu W., European Journal of
Medicinal Chemistry, 44 (2009) 4470–
4476.
- Radwan M.A.A., Shehab M.A., El-
Shenawy S. M., Monatsh Chem. 140
(2009) 445–450.
- Romagnoli R., Baraldi P.G., Carrion M.
D., Cara C. L., Cruz-Lopez O., Preti D.,
Fruttarolo F., Pavani M.G., Tabrizi
M.A., Tolomeo M., Grimaudo S.,
Cristina A. D., Balzarini J., Hadfield J.
A., Brancale A., Hamel E., J. Med.
Chem, 50 (2007) 2273–2277.
- Romagnoli R., Baraldi P.G., Carrion M.
D., Cara C. L., Cruz-Lopez O., Preti D.,
Tolomeo M., Grimaudo S., Cristina
A.D., Zonta N., Balzarini J., Brancale
A., Sarkar T., Hamel E., Bioorganic &
Medicinal Chemistry 16 (2008) 5367–
5376.
- Queiroz M.R.R., Ferreira I. C. F. R.,
Gaetano Y.D., Kirsch G., Calhelhab
R.C., Estevinhob L. M., Bioorganic &
Medicinal Chemistry, 14 (2006) 6827–
6831.
- Pinto E., Queiroz M.J.R.P., Vale-Silva
L.A., Oliveira J.F., Begouin A., Jeanne-
Marie Begouin JM., Kirsch G.,
Bioorganic & Medicinal Chemistry, 16
(2008) 8172–8177.
- Ronald K.R., Jefery B.P., In
ComprehensiveHeterocyclic Chemistry
II;Katritzky A.R., Rees C.W., Scriven
E. F. V., Eds.; Pergamon Press: Oxford,
(1996) Vol. 2, pp 679–729.
- Campaigne E. In Comprehensive
Heterocyclic Chemistry; Katritzky
A.R., Rees C.W., Eds.; Pergamon
Press: Oxford, (1984) Vol. 2, pp 863–
934.
- Christophe S.G., Caubere C.K., Renard
P., Pfeiffer B., Pierre A., Leonce S.,
Caubera P., Bioorganic and Med.
Chem. Let, 10 (2000) 2589-91.
- Blanco J.M., Caamano O., Fernandez
F., Mera X.G., Hergueta A.R., Lopez
C., Borgez J.E.R., Balzarini J., de
Clercq E., Chem. Pharm. Bull, 47
(1999) 1314-1317.
- Kulandasamy R., Adhikari A.V. and
Stables J.P., A new class of
anticonvulsants possesing 6 Hz activity:
3,4-Dialkyloxy thiophene
bishydrazones, European Journal of
Medicinal Chemistry, 44 (2009) 4376-
4384
- Khanfar M.A., Hill R.A., Kaddoumi A.
and El Sayed K.A., Discovery of novel
GSK-3β ,nhibitors with potent in vitro
and in vivo activities and excellent
brain permeability using combined
ligand- and structure-based virtual
screening, Journal of Medicinal
Chemistry, 53 (2010) 8534–8545.
- Mullican M.D., Wilson M.W., Conner
D.T., Kostlan C.R., Schrier D.J. and
Dyer R. D., Desing of 5-(3,5-di-tertbutyl-
4-hydroxyphenyl)-1,3,4-
oxadiazoles and 1,2,4-triazoles as
Orally-Active, Nonuleerogenic
Antiinflammatory agents, Journal of
Medicinal Chemistry, 36 (1939) 1090-
1099.
- Lesyk R., Vladzimirska O., Holota S.,
Zaprutko L. and Gzella A., New 5-
substituted thiazolo[3,2-b](1,2,4)-
triazole-6-ones: Synthesis and
antycancer evaluation, European
Journal of Medicinal Chemistry, 42
(2007) 641-648.
- Molvi K.I., Mansuri M., Sudarsanam
V., Patel M.M., Andrabi S.M.A. and
Haque N., Synthesis antyinflammatory,
analgesic, and
antioxidant activities of some tetrasubstitued thiophenes, Journal of
Enzyme Inhibition and Medicinal
Chemistry, 23 (2008) 829-838.
- Holla B.S., Poojary N., Rao B.S. and
Shivananda M.K., New bis-amino
mercaptotriazoles and bistriazolothiadiazoles
as possible
anticancer agents, European Journal of
Chemistry, 10 (2002) 1-7.
- Xia Y., Qu F., Wu Q. and Peng L.,
Synthesis of bitriazolyl compounds via
huisgen reactions, Heterocycles, 65
(2005) 345-352.
- Durackova Z, Mendiola M.A., Sevilla
M.T., Valent A., Bioelect. and
Bioener., 48 (1999) 109-116.
- Palaska E., Antikanser ilaçlar, 2nd ed.
Ankara: Hacettepe Üniversitesi
Yayınları, (2004).
- Kandepu N.M., Mannich bases of
chalcones and cyclohexanones as
candidate cytotoxic agents, Ottawa:
University of
Saskatchewan,Thesis(Phd) (1999).