One-pot and solvent-free synthesis of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10- tetrahydro-5H -benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H -chromen-2-ones and their antibacterial evaluation

RAVIBABU VELPULA; JANARDHAN BANOTHU; RAJITHA GALI; YAKAIAH SARGAM; RAJITHA BAVANTULA

doi:https://doi.org/10.3906/kim-1410-64

Makale detayları

One-pot and solvent-free synthesis of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10- tetrahydro-5H -benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H -chromen-2-ones and their antibacterial evaluation

Yazarlar:

RAVIBABU VELPULA | JANARDHAN BANOTHU | RAJITHA GALI | YAKAIAH SARGAM | RAJITHA BAVANTULA

Yayıncı:

TUBITAK

Ana Başlıklar:

Kimya ve ilgili bilimler

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 3, pp.620-629

Belge Tipi:

Makale

Yayın Tarihi:

8/2015

Belge Dili:

İngilizce

Document ID (Org No.):

2000726878

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/kim-1410-64

Özet:

 

A series of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10-tetrahydro-5HHH-benzo[hhh]thiazolo[2,3-bbb]quinazolin-9-yl)-2HHH-chromen-2-ones (5a-j) were synthesized by one-pot multicomponent reaction of 6-methoxy-1-tetralone, aryl aldehydes, and thiourea followed by cyclization with 3-(2-bromoacetyl)-2HHH-chromen-2-one in the presence of a Bronsted solid acid catalyst, poly(4-vinylpyridinium)hydrogen sulfate [P(4-VPH)HSO44_{4}] (0.015 g), under solvent-free conditions at 120 ∘∘^{\circ}C. All the synthesized compounds were characterized by spectral studies and screened for their in vitro antibacterial activity against S. aureus and B. thuringiensis (gram positive), and E. coli and K. pneumoniae (gram negative) bacterial strains. On comparing with the standard drug gentamicin, compounds derived from 4-methoxy and 3,4,5-trimethoxy benzaldehyde, i.e. 5g and 5h, showed broad spectrum antibacterial activity and the remaining compounds showed weak to moderate activity.

 

A series of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10-tetrahydro-5HHH-benzo[hhh]thiazolo[2,3-bbb]quinazolin-9-yl)-2HHH-chromen-2-ones (5a-j) were synthesized by one-pot multicomponent reaction of 6-methoxy-1-tetralone, aryl aldehydes, and thiourea followed by cyclization with 3-(2-bromoacetyl)-2HHH-chromen-2-one in the presence of a Bronsted solid acid catalyst, poly(4-vinylpyridinium)hydrogen sulfate [P(4-VPH)HSO44_{4}] (0.015 g), under solvent-free conditions at 120 ∘∘^{\circ}C. All the synthesized compounds were characterized by spectral studies and screened for their in vitro antibacterial activity against S. aureus and B. thuringiensis (gram positive), and E. coli and K. pneumoniae (gram negative) bacterial strains. On comparing with the standard drug gentamicin, compounds derived from 4-methoxy and 3,4,5-trimethoxy benzaldehyde, i.e. 5g and 5h, showed broad spectrum antibacterial activity and the remaining compounds showed weak to moderate activity.

Makale detayları

One-pot and solvent-free synthesis of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10- tetrahydro-5H -benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H -chromen-2-ones and their antibacterial evaluation

Yazarlar: RAVIBABU VELPULA | JANARDHAN BANOTHU | RAJITHA GALI | YAKAIAH SARGAM | RAJITHA BAVANTULA

Yayıncı: TUBITAK

Ana Başlıklar: Kimya ve ilgili bilimler

Dergi: Turkish Journal of Chemistry 2015 Vol.39 Issue 3, pp.620-629

Belge Tipi: Makale

Yayın Tarihi: 8/2015

Belge Dili: İngilizce

Document ID (Org No.): 2000726878

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

DOI: https://doi.org/10.3906/kim-1410-64

Sayı

Yazarlar:

RAVIBABU VELPULA | JANARDHAN BANOTHU | RAJITHA GALI | YAKAIAH SARGAM | RAJITHA BAVANTULA

Yayıncı:

TUBITAK

Ana Başlıklar:

Kimya ve ilgili bilimler

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 3, pp.620-629

Belge Tipi:

Makale

Yayın Tarihi:

8/2015

Belge Dili:

İngilizce

Document ID (Org No.):

2000726878

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/kim-1410-64