Venugopal Veeramaneni - Academia.edu (original) (raw)
Papers by Venugopal Veeramaneni
ChemInform, Jan 13, 2012
Based on key intermediate (III), novel 2H‐benzo[b][1,4]oxazin‐3(4H)‐one derivatives (VI), (VIII),... more Based on key intermediate (III), novel 2H‐benzo[b][1,4]oxazin‐3(4H)‐one derivatives (VI), (VIII), and (XI) are synthesized and tested for their in vitro anti‐cancer properties against A549, DLD‐1, and MV4‐11 cell lines.
ChemInform, Sep 16, 2003
Benzofuran derivatives Benzofuran derivatives R 0070 Conformationally Restricted 3,4-Diarylfurano... more Benzofuran derivatives Benzofuran derivatives R 0070 Conformationally Restricted 3,4-Diarylfuranones (2,3a,4,5-Tetrahydronaphthofuranones) as Selective Cyclooxygenase-2 Inhibitors.-Aryl-substituted naphthofuranones bearing a methylsulfanyl, methylsulfinyl or methanesulfone group in the p-position of the phenyl ring are synthesized from phenacylester (IV), which is obtained from arylacetic acid (III) and bromoketones (II). Esters (IV) are cyclized to naphthofuranones (V) followed by oxidation of (V) to sulfones (VI). In the cyclization step, temperature, concentration of DBU as well as presence of oxygen are critical with regard to the formation of naphthofuranones, cf. (V) and (VII). The restricted conformation together with the presence of a methanesulfone moiety lead to compounds with potent and selective COX-2 inhibition, cf. (VI).
ChemInform, May 19, 2010
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under oxygen atmosphere to give the expected compounds in good to excellent yield. Mechanism of the reaction and application of the methodology have been discussed.
European journal of medicinal chemistry, Oct 1, 2011
The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using tr... more The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using trifluoroacetic anhydride/phosphoric acid mediated C-C bond forming reaction as a key step. This method does not require the use of environmentally harmful AlCl(3) or moisture sensitive acid chloride. A number of compounds containing the benzooxazinone moiety attached to a five-membered central heterocyclic ring was synthesized and tested for their anti-cancer properties in vitro against three cell lines e.g. A549 (lung), DLD-1 (colorectal adenocarcinoma) and MV4-11 (acute myeloid leukemia). Some of them showed anti-cancer activities along with a number of reference compounds tested. Few of them showed promising anti-leukemic properties. A brief Structure-Activity-Relationship study within the series is presented. An imidazole derivative 9c containing benzene ring with a para-CF(3) group at C-2 position was identified as a potent anti-leukemic agent.
Synlett, 2002
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under ...
ChemInform, Mar 29, 2005
First synthesis of novel 1,1-dioxo-2,3-dihydrobenzo[d]isothiazolyl substituted 1,5-diarylpyrazole... more First synthesis of novel 1,1-dioxo-2,3-dihydrobenzo[d]isothiazolyl substituted 1,5-diarylpyrazoles has been accomplished via oxidative cyclization of 4-nuoro-2-methyl benzenesulfonamide followed by the treatment with hydrazine and then with 1,3dicarbonyl compounds. A number of 1,5-diarylpyrazoles were synthesized in good yields and some of them were of potential biological interest. Cyclooxygenase-2 (COX-2) inhibitors are the topic of re'"cent research due to their antiinflammatory activity with reduced side effects of traditional NSAIDs at the gastrointestinal level (mucosal damage, bleeding) and less frequently, at the renal level. Most of the COX-2 inhibitors belong to the vicinal diary! heterocyclic class of compounds having an aminosulfonyl (S0 2 NH 2) or a methanesulfone (S0 2 Me) moiety attached to the p-position of one of the aryl ring. After the discovery of inducible isozyme (COX-2) in 1991, the methanesulfonanilide (NS398) and the diarylheterocycle (DUP-697) were first identified as non-ulcerogenic antiinflammatory agents (Fig. I) 1 • 2 • Subsequent research and rational drug design resulted in a number of potent and selective COX-2 inhibitors which validated the initial concept that a selective COX-2 inhibitor would illicit effective anti-inflammatory activity without the adverse ulcerogenic effect associated with the use of NSAIDs that inhibit both COX-I and COX-2. Accordingly celecoxib 3 and rofecoxib 4 followed by valdecoxib 5 and etoricoxib 6 became the first and second-generation selective COX-2 inhibitors (Fig. l) to enter the market. Celecoxib, a selective COX-2 inhibitor, belongs to a diary I heterocyclic class where two aryl moieties are attached to the adjacent positions of the central pyrazole ring. The 4benzenesulfonamide group attached to the nitrogen atom of the pyrazole ring is thought to be responsible for its efficacy and COX-2 selectivity in different models of inflammation. Recent study revealed that this class of compounds could be useful as dual COX-2/5-LO (5-lipooxygenase) inhibi-"'DRF Publication No. 340. toedicated to ProfessorS. M. Mukherji.
La presente invention concerne une nouvelle classe brevetable de composes derives de benzoxazole ... more La presente invention concerne une nouvelle classe brevetable de composes derives de benzoxazole substitues qui presentent une activite inhibitrice ou une capacite de modulation de proteine kinase (PK), ainsi que des compositions et procedes d'utilisation de tels composes, par exemple, pour prevenir ou traiter diverses maladies et divers troubles chez des etres humains et des animaux non humains.
Letters in Drug Design & Discovery, 2005
Journal of the Indian Chemical Society, 2003
Pyrazole derivatives R 0180 Synthesis of Fused Sulfonamide (1,1-Dioxoisothiazole)substituted 1,5-... more Pyrazole derivatives R 0180 Synthesis of Fused Sulfonamide (1,1-Dioxoisothiazole)substituted 1,5-Diarylpyrazoles as Cyclooxygenase Inhibitors.-1,5-Diarylpyrazoles of type (I)-(V) are prepared. Many of the products are tested for their cyclooxygenase inhibiting properties.
… Process Research & …, 2010
... Khmelnitsky* , Peter C. Michels , Ian C. Cotterill , Michael Eissenstat , Venkataiah ... more ... Khmelnitsky* , Peter C. Michels , Ian C. Cotterill , Michael Eissenstat , Venkataiah Sunku § , Venugopal R. Veeramaneni § , Hariprasad Cittineni § , Gopal R. Kotha § , Shyamsunder R. Talasani § , Krishna K. Ramanathan , Vakula K. Chitineni , and Bhaskar R. Venepalli. ...
Cheminform, 2002
Skip to Content. If you are seeing this message, you may be experiencing temporary network proble... more Skip to Content. If you are seeing this message, you may be experiencing temporary network problems. Please wait a few minutes and refresh the page. If the problem persists, you may wish to report it to your local Network Manager. ...
ChemInform, 2003
Property of 3,4-Diarylfuranones. -A series of diarylfuranones including some 5-hydroxy and naphth... more Property of 3,4-Diarylfuranones. -A series of diarylfuranones including some 5-hydroxy and naphthofuranone derivatives are prepared. They are studied as a unique class of COX-1/COX-2 inhibitors and are characterized as non-selective but highly potent COX inhibitors. Structure-activity-relationship studies confirm that methoxy and methylsulfanyl substituents are essential for COX activity. Studies on in vitro and in vivo screenings as well as an pharmacokinetics are discussed. -(PAL, M.; VEERAMANENI, V. R.; PADAKANTI, S.; NAGABELLI, M.; VANGURI, A.; MAMNOOR, P.; CASTURI, S. R.; MISRA, P.; MULLANGI, R.; YELESWARAPU*, K. R.; Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 42 (2003) 3, 593-601; Chem. Discovery Res., Dr. Reddy's Lab. Ltd., Hyderabad 500 050, India; Eng.) -M. Bohle 24-092
Tetrahedron Letters, 2002
A Simple and Rapid Entry to 5-Alkyl (Aryl)-5-hydroxy-3,4-diarylfuranones and 3a-Hydroxy-1-aryl-2,... more A Simple and Rapid Entry to 5-Alkyl (Aryl)-5-hydroxy-3,4-diarylfuranones and 3a-Hydroxy-1-aryl-2,3a,4,5-tetrahydronaphthofuranones via a Esterification and Oxidative Cyclization Process. -The base-promoted coupling of α-bromo ketones such as (I) and (IV) with arylacetic acids (II) offers an advantageous method for the preparation of highly functionalized 5-hydroxyfuranones [cf. (III) and (V)]. -(PADAKANTI, S.; VEERAMANENI, V. R.; PATTABIRAMAN, V. R.; PAL*, M.; YELESWARAPU*, K. R.; Tetrahedron Lett. 43 (2002) 48, 8715-8719; Discovery Chem., Dr. Reddy's Res. Found., Hyderabad 500 050, India; Eng.) -Mais 05-115
Tetrahedron, 2003
... Venugopal Rao Veeramaneni, Manojit Pal Corresponding Author Contact Information , E-mail The ... more ... Venugopal Rao Veeramaneni, Manojit Pal Corresponding Author Contact Information , E-mail The Corresponding Author and Koteswar Rao Yeleswarapu Corresponding Author Contact Information , E-mail The Corresponding Author. ...
Synlett, 2002
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under ...
Journal of Heterocyclic Chemistry, 2013
ABSTRACT
ChemInform, Jan 13, 2012
Based on key intermediate (III), novel 2H‐benzo[b][1,4]oxazin‐3(4H)‐one derivatives (VI), (VIII),... more Based on key intermediate (III), novel 2H‐benzo[b][1,4]oxazin‐3(4H)‐one derivatives (VI), (VIII), and (XI) are synthesized and tested for their in vitro anti‐cancer properties against A549, DLD‐1, and MV4‐11 cell lines.
ChemInform, Sep 16, 2003
Benzofuran derivatives Benzofuran derivatives R 0070 Conformationally Restricted 3,4-Diarylfurano... more Benzofuran derivatives Benzofuran derivatives R 0070 Conformationally Restricted 3,4-Diarylfuranones (2,3a,4,5-Tetrahydronaphthofuranones) as Selective Cyclooxygenase-2 Inhibitors.-Aryl-substituted naphthofuranones bearing a methylsulfanyl, methylsulfinyl or methanesulfone group in the p-position of the phenyl ring are synthesized from phenacylester (IV), which is obtained from arylacetic acid (III) and bromoketones (II). Esters (IV) are cyclized to naphthofuranones (V) followed by oxidation of (V) to sulfones (VI). In the cyclization step, temperature, concentration of DBU as well as presence of oxygen are critical with regard to the formation of naphthofuranones, cf. (V) and (VII). The restricted conformation together with the presence of a methanesulfone moiety lead to compounds with potent and selective COX-2 inhibition, cf. (VI).
ChemInform, May 19, 2010
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under oxygen atmosphere to give the expected compounds in good to excellent yield. Mechanism of the reaction and application of the methodology have been discussed.
European journal of medicinal chemistry, Oct 1, 2011
The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using tr... more The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using trifluoroacetic anhydride/phosphoric acid mediated C-C bond forming reaction as a key step. This method does not require the use of environmentally harmful AlCl(3) or moisture sensitive acid chloride. A number of compounds containing the benzooxazinone moiety attached to a five-membered central heterocyclic ring was synthesized and tested for their anti-cancer properties in vitro against three cell lines e.g. A549 (lung), DLD-1 (colorectal adenocarcinoma) and MV4-11 (acute myeloid leukemia). Some of them showed anti-cancer activities along with a number of reference compounds tested. Few of them showed promising anti-leukemic properties. A brief Structure-Activity-Relationship study within the series is presented. An imidazole derivative 9c containing benzene ring with a para-CF(3) group at C-2 position was identified as a potent anti-leukemic agent.
Synlett, 2002
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under ...
ChemInform, Mar 29, 2005
First synthesis of novel 1,1-dioxo-2,3-dihydrobenzo[d]isothiazolyl substituted 1,5-diarylpyrazole... more First synthesis of novel 1,1-dioxo-2,3-dihydrobenzo[d]isothiazolyl substituted 1,5-diarylpyrazoles has been accomplished via oxidative cyclization of 4-nuoro-2-methyl benzenesulfonamide followed by the treatment with hydrazine and then with 1,3dicarbonyl compounds. A number of 1,5-diarylpyrazoles were synthesized in good yields and some of them were of potential biological interest. Cyclooxygenase-2 (COX-2) inhibitors are the topic of re'"cent research due to their antiinflammatory activity with reduced side effects of traditional NSAIDs at the gastrointestinal level (mucosal damage, bleeding) and less frequently, at the renal level. Most of the COX-2 inhibitors belong to the vicinal diary! heterocyclic class of compounds having an aminosulfonyl (S0 2 NH 2) or a methanesulfone (S0 2 Me) moiety attached to the p-position of one of the aryl ring. After the discovery of inducible isozyme (COX-2) in 1991, the methanesulfonanilide (NS398) and the diarylheterocycle (DUP-697) were first identified as non-ulcerogenic antiinflammatory agents (Fig. I) 1 • 2 • Subsequent research and rational drug design resulted in a number of potent and selective COX-2 inhibitors which validated the initial concept that a selective COX-2 inhibitor would illicit effective anti-inflammatory activity without the adverse ulcerogenic effect associated with the use of NSAIDs that inhibit both COX-I and COX-2. Accordingly celecoxib 3 and rofecoxib 4 followed by valdecoxib 5 and etoricoxib 6 became the first and second-generation selective COX-2 inhibitors (Fig. l) to enter the market. Celecoxib, a selective COX-2 inhibitor, belongs to a diary I heterocyclic class where two aryl moieties are attached to the adjacent positions of the central pyrazole ring. The 4benzenesulfonamide group attached to the nitrogen atom of the pyrazole ring is thought to be responsible for its efficacy and COX-2 selectivity in different models of inflammation. Recent study revealed that this class of compounds could be useful as dual COX-2/5-LO (5-lipooxygenase) inhibi-"'DRF Publication No. 340. toedicated to ProfessorS. M. Mukherji.
La presente invention concerne une nouvelle classe brevetable de composes derives de benzoxazole ... more La presente invention concerne une nouvelle classe brevetable de composes derives de benzoxazole substitues qui presentent une activite inhibitrice ou une capacite de modulation de proteine kinase (PK), ainsi que des compositions et procedes d'utilisation de tels composes, par exemple, pour prevenir ou traiter diverses maladies et divers troubles chez des etres humains et des animaux non humains.
Letters in Drug Design & Discovery, 2005
Journal of the Indian Chemical Society, 2003
Pyrazole derivatives R 0180 Synthesis of Fused Sulfonamide (1,1-Dioxoisothiazole)substituted 1,5-... more Pyrazole derivatives R 0180 Synthesis of Fused Sulfonamide (1,1-Dioxoisothiazole)substituted 1,5-Diarylpyrazoles as Cyclooxygenase Inhibitors.-1,5-Diarylpyrazoles of type (I)-(V) are prepared. Many of the products are tested for their cyclooxygenase inhibiting properties.
… Process Research & …, 2010
... Khmelnitsky* , Peter C. Michels , Ian C. Cotterill , Michael Eissenstat , Venkataiah ... more ... Khmelnitsky* , Peter C. Michels , Ian C. Cotterill , Michael Eissenstat , Venkataiah Sunku § , Venugopal R. Veeramaneni § , Hariprasad Cittineni § , Gopal R. Kotha § , Shyamsunder R. Talasani § , Krishna K. Ramanathan , Vakula K. Chitineni , and Bhaskar R. Venepalli. ...
Cheminform, 2002
Skip to Content. If you are seeing this message, you may be experiencing temporary network proble... more Skip to Content. If you are seeing this message, you may be experiencing temporary network problems. Please wait a few minutes and refresh the page. If the problem persists, you may wish to report it to your local Network Manager. ...
ChemInform, 2003
Property of 3,4-Diarylfuranones. -A series of diarylfuranones including some 5-hydroxy and naphth... more Property of 3,4-Diarylfuranones. -A series of diarylfuranones including some 5-hydroxy and naphthofuranone derivatives are prepared. They are studied as a unique class of COX-1/COX-2 inhibitors and are characterized as non-selective but highly potent COX inhibitors. Structure-activity-relationship studies confirm that methoxy and methylsulfanyl substituents are essential for COX activity. Studies on in vitro and in vivo screenings as well as an pharmacokinetics are discussed. -(PAL, M.; VEERAMANENI, V. R.; PADAKANTI, S.; NAGABELLI, M.; VANGURI, A.; MAMNOOR, P.; CASTURI, S. R.; MISRA, P.; MULLANGI, R.; YELESWARAPU*, K. R.; Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 42 (2003) 3, 593-601; Chem. Discovery Res., Dr. Reddy's Lab. Ltd., Hyderabad 500 050, India; Eng.) -M. Bohle 24-092
Tetrahedron Letters, 2002
A Simple and Rapid Entry to 5-Alkyl (Aryl)-5-hydroxy-3,4-diarylfuranones and 3a-Hydroxy-1-aryl-2,... more A Simple and Rapid Entry to 5-Alkyl (Aryl)-5-hydroxy-3,4-diarylfuranones and 3a-Hydroxy-1-aryl-2,3a,4,5-tetrahydronaphthofuranones via a Esterification and Oxidative Cyclization Process. -The base-promoted coupling of α-bromo ketones such as (I) and (IV) with arylacetic acids (II) offers an advantageous method for the preparation of highly functionalized 5-hydroxyfuranones [cf. (III) and (V)]. -(PADAKANTI, S.; VEERAMANENI, V. R.; PATTABIRAMAN, V. R.; PAL*, M.; YELESWARAPU*, K. R.; Tetrahedron Lett. 43 (2002) 48, 8715-8719; Discovery Chem., Dr. Reddy's Res. Found., Hyderabad 500 050, India; Eng.) -Mais 05-115
Tetrahedron, 2003
... Venugopal Rao Veeramaneni, Manojit Pal Corresponding Author Contact Information , E-mail The ... more ... Venugopal Rao Veeramaneni, Manojit Pal Corresponding Author Contact Information , E-mail The Corresponding Author and Koteswar Rao Yeleswarapu Corresponding Author Contact Information , E-mail The Corresponding Author. ...
Synlett, 2002
A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic ... more A simple and general method has been developed for the synthesis of 3,4-diarylsubstituted maleic anhydride and maleimide through tandem cyclization and oxidation reaction of phenacyl ester or amide. A wide variety of phenacyl esters or amides was treated with DBU under ...
Journal of Heterocyclic Chemistry, 2013
ABSTRACT