메뉴 건너뛰기




Volumn 17, Issue 2-7, 2008, Pages 374-385

Transition metals in organic synthesis - Part 83#: Synthesis and pharmacological potential of carbazoles

Author keywords

[No Author keywords available]

Indexed keywords

2,7 DIMETHOXY 3 METHYLCARBAZOLE; 3 METHOXY 2 METHYLCARBAZOLE 1,4 QUINONE; 7 METHOXY 3 METHYLCARBAZOLE; 7 METHOXY O METHYLMUKONAL; CARBAZOLE DERIVATIVE; CARBAZOMADURIN A; CARBAZOMADURIN B; CARBAZOQUINOCIN C; CARQUINOSTATIN A; CCDC 609678; CCDC 609679; CCDC 633273; CLAUSINE C; CLAUSINE H; CLAUSINE K; CLAUSINE M; CLAUSINE N; CLAUSINE O; CLAUSZOLINE C; CLAUSZOLINE K; EPOCARBAZOLIN A; EPOCARBAZOLIN B; EUSTIFOLINE D; GLYCOMAURROL; GLYCOZOLINE; GLYCOZOLININE; ISONIAZID; MICROMELINE; NEOCARAZOSTATIN B; RIFAMPICIN; SIAMENOL; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 52949128403     PISSN: 10542523     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00044-007-9073-0     Document Type: Conference Paper
Times cited : (101)

References (49)
  • 3
    • 0011982019 scopus 로고
    • Structure & synthesis of glycozolinol, a new carbazole alkaloid from Glycosmis pentaphylla (Retz) DC
    • P Bhattacharyya T Sarkar A Chakraborty BK Chowdhury 1984 Structure & synthesis of glycozolinol, a new carbazole alkaloid from Glycosmis pentaphylla (Retz) DC Indian J Chem 23B 49 51
    • (1984) Indian J Chem , vol.23 , pp. 49-51
    • Bhattacharyya, P.1    Sarkar, T.2    Chakraborty, A.3    Chowdhury, B.K.4
  • 4
    • 0011952918 scopus 로고
    • Glycozoline, a carbazole derivative from Glycosmis pentaphylla (Retz) DC
    • Chakraborty DP (1966) Glycozoline, a carbazole derivative from Glycosmis pentaphylla (Retz) DC. Tetrahedron Lett 661-664
    • (1966) Tetrahedron Lett , pp. 661-664
    • Chakraborty, D.P.1
  • 7
    • 77957036993 scopus 로고
    • Chemistry and biology of carbazole alkaloids
    • Academic New York
    • Chakraborty DP (1993) Chemistry and biology of carbazole alkaloids. In: Cordell GA (ed) The alkaloids, vol. 44. Academic, New York, p 257-364
    • (1993) The Alkaloids, Vol. 44 , pp. 257-364
    • Chakraborty, D.P.1    Cordell, G.A.2
  • 9
    • 0030903133 scopus 로고    scopus 로고
    • Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobaterium tuberculosis and Mycobacterium avium
    • LA Collins SG Franzblau 1997 Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobaterium tuberculosis and Mycobacterium avium Antimicrob Agents Chemother 41 1004 1009
    • (1997) Antimicrob Agents Chemother , vol.41 , pp. 1004-1009
    • Collins, L.A.1    Franzblau, S.G.2
  • 10
    • 32644476463 scopus 로고    scopus 로고
    • First enantioselective total synthesis of neocarazostatin B, determination of its absolute configuration and transformation into carquinostatin A
    • Czerwonka R, Reddy KR, Baum E, Knölker H-J (2006) First enantioselective total synthesis of neocarazostatin B, determination of its absolute configuration and transformation into carquinostatin A. Chem Commun 711-713
    • (2006) Chem Commun , pp. 711-713
    • Czerwonka, R.1    Reddy, K.R.2    Baum, E.3    Knölker, H.-J.4
  • 12
    • 33847015242 scopus 로고    scopus 로고
    • First total synthesis of methyl 6-methoxycarbazole-3-carboxylate, glycomaurrol, the anti-TB active micromeline, and the furo[2,3-c]carbazole alkaloid eustifoline-D
    • Forke R, Krahl MP, Krause T, Schlechtingen G, Knölker H-J (2007) First total synthesis of methyl 6-methoxycarbazole-3-carboxylate, glycomaurrol, the anti-TB active micromeline, and the furo[2,3-c]carbazole alkaloid eustifoline-D. Synlett 268-272
    • (2007) Synlett , pp. 268-272
    • Forke, R.1    Krahl, M.P.2    Krause, T.3    Schlechtingen, G.4    Knölker, H.-J.5
  • 14
    • 0032078581 scopus 로고    scopus 로고
    • Carbazole Antibiotics Synthesis in a Streptomyces tendae bald mutant, created by acriflavine treatment
    • H Grammel H Wolf E-D Gilles F Huth H Laatsch 1998 Carbazole Antibiotics Synthesis in a Streptomyces tendae bald mutant, created by acriflavine treatment Z Naturforsch 53c 325 330
    • (1998) Z Naturforsch , vol.53 , pp. 325-330
    • Grammel, H.1    Wolf, H.2    Gilles, E.-D.3    Huth, F.4    Laatsch, H.5
  • 15
    • 0000471032 scopus 로고
    • Synthesis of [b]-annelated indoles by thermal electrocyclic reactions
    • JAI Greenwich (CT)
    • Hibino S, Sugino E (1995) Synthesis of [b]-annelated indoles by thermal electrocyclic reactions. In: Moody CJ (ed) Advances in nitrogen heterocycles, vol 1. JAI, Greenwich (CT), p 205-227
    • (1995) Advances in Nitrogen Heterocycles, Vol 1 , pp. 205-227
    • Hibino, S.1    Sugino, E.2    Moody, C.J.3
  • 16
    • 0024989101 scopus 로고
    • New carbazole alkaloids from Murraya euchrestifolia Hayata
    • C Ito H Furukawa 1990 New carbazole alkaloids from Murraya euchrestifolia Hayata Chem Pharm Bull 38 1548 1550
    • (1990) Chem Pharm Bull , vol.38 , pp. 1548-1550
    • Ito, C.1    Furukawa, H.2
  • 17
    • 0030461538 scopus 로고    scopus 로고
    • Constituents of Clausena excavata. Isolation and structural elucidation of seven new carbazole alkaloids and a new coumarin
    • C Ito H Ohta H T-W Tan H Furukawa 1996 Constituents of Clausena excavata. Isolation and structural elucidation of seven new carbazole alkaloids and a new coumarin Chem Pharm Bull 44 2231 2235
    • (1996) Chem Pharm Bull , vol.44 , pp. 2231-2235
    • Ito, C.1    Ohta, H.2    Tan, H.T.-W.3    Furukawa, H.4
  • 18
    • 0031022012 scopus 로고    scopus 로고
    • Constituents of Clausena excavata. Isolation and structural elucidation of new carbazole alkaloids
    • C Ito S Katsuno H Ohta M Omura I Kajiura H Furukawa 1997 Constituents of Clausena excavata. Isolation and structural elucidation of new carbazole alkaloids Chem Pharm Bull 45 48 52
    • (1997) Chem Pharm Bull , vol.45 , pp. 48-52
    • Ito, C.1    Katsuno, S.2    Ohta, H.3    Omura, M.4    Kajiura, I.5    Furukawa, H.6
  • 19
    • 0031022012 scopus 로고    scopus 로고
    • Constituents of Clausena excavata. Isolation and structural elucidation of new carbazole alkaloids
    • C Ito S Katsuno H Ohta M Omura I Kajiura H Furukawa 1997 Constituents of Clausena excavata. Isolation and structural elucidation of new carbazole alkaloids Chem Pharm Bull 45 48 52
    • (1997) Chem Pharm Bull , vol.45 , pp. 48-52
    • Ito, C.1    Katsuno, S.2    Ohta, H.3    Omura, M.4    Kajiura, I.5    Furukawa, H.6
  • 20
    • 25444506614 scopus 로고    scopus 로고
    • First total synthesis of the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine k (clauszoline-J) and clausine O
    • O Kataeva MP Krahl H-J Knölker 2005 First total synthesis of the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine k (clauszoline-J) and clausine O Org Biomol Chem 3 3099 3101
    • (2005) Org Biomol Chem , vol.3 , pp. 3099-3101
    • Kataeva, O.1    Krahl, M.P.2    Knölker, H.-J.3
  • 21
    • 0025780791 scopus 로고
    • Studies on free radical scavenging substances from microorganisms - II. Neocarazostatins A, B and C, novel free radical scavengers
    • S Kato K Shindo Y Kataoka Y Yamagishi J Mochizuki 1991 Studies on free radical scavenging substances from microorganisms - II. Neocarazostatins A, B and C, novel free radical scavengers J Antibiot 44 903 907
    • (1991) J Antibiot , vol.44 , pp. 903-907
    • Kato, S.1    Shindo, K.2    Kataoka, Y.3    Yamagishi, Y.4    Mochizuki, J.5
  • 22
    • 0000335348 scopus 로고
    • Electrocyclisations for synthesis of carbazoles and their annulated compounds
    • T Kawasaki M Sakamoto 1994 Electrocyclisations for synthesis of carbazoles and their annulated compounds J Indian Chem Soc 71 443 457
    • (1994) J Indian Chem Soc , vol.71 , pp. 443-457
    • Kawasaki, T.1    Sakamoto, M.2
  • 23
    • 0035008894 scopus 로고    scopus 로고
    • Heterocyclic analogues of carbazole alkaloids
    • GH Kirsch 2001 Heterocyclic analogues of carbazole alkaloids Curr Org Chem 5 507 518
    • (2001) Curr Org Chem , vol.5 , pp. 507-518
    • Kirsch, G.H.1
  • 24
    • 0036826933 scopus 로고    scopus 로고
    • Isolation and synthesis of biologically active carbazole alkaloids
    • H-J Knölker KR Reddy 2002 Isolation and synthesis of biologically active carbazole alkaloids Chem Rev 102 4303 4427
    • (2002) Chem Rev , vol.102 , pp. 4303-4427
    • Knölker, H.-J.1    Reddy, K.R.2
  • 25
    • 0036199694 scopus 로고    scopus 로고
    • Total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C by an intramolecular palladium-catalyzed oxidative coupling of an anilino-1,4-benzoquinone
    • Knölker H-J, Fröhner W, Reddy KR (2002) Total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C by an intramolecular palladium-catalyzed oxidative coupling of an anilino-1,4-benzoquinone. Synthesis 557-564
    • (2002) Synthesis , pp. 557-564
    • Knölker, H.-J.1    Fröhner, W.2    Reddy, K.R.3
  • 26
    • 3843065849 scopus 로고    scopus 로고
    • First total synthesis of the neuronal cell protecting carbazole alkaloid carbazomadurin a by sequential transition metal-catalyzed reactions
    • Knölker H-J, Knöll J (2003) First total synthesis of the neuronal cell protecting carbazole alkaloid carbazomadurin A by sequential transition metal-catalyzed reactions. Chem Commun 1170-1171
    • (2003) Chem Commun , pp. 1170-1171
    • Knölker, H.-J.1    Knöll, J.2
  • 27
    • 24644485154 scopus 로고    scopus 로고
    • Occurrence, biological activity, and convergent organometallic synthesis of carbazole alkaloids
    • H-J Knölker 2005 Occurrence, biological activity, and convergent organometallic synthesis of carbazole alkaloids Top Curr Chem 244 115 148
    • (2005) Top Curr Chem , vol.244 , pp. 115-148
    • Knölker, H.-J.1
  • 29
    • 33645014921 scopus 로고    scopus 로고
    • First total synthesis and assignment of the absolute configuration of the neuronal cell protecting alkaloid carbazomadurin B
    • Knöll J, Knölker H-J (2006) First total synthesis and assignment of the absolute configuration of the neuronal cell protecting alkaloid carbazomadurin B. Synlett 651-653
    • (2006) Synlett , pp. 651-653
    • Knöll, J.1    Knölker, H.-J.2
  • 30
    • 33746011544 scopus 로고    scopus 로고
    • First total synthesis of (±)-epocarbazolin a and epocarbazolin B, and asymmetric synthesis of (-)-epocarbazolin a via Shi epoxidation
    • J Knöll H-J Knölker 2006 First total synthesis of (±)-epocarbazolin A and epocarbazolin B, and asymmetric synthesis of (-)-epocarbazolin A via Shi epoxidation Tetrahedron Lett 47 6079 6082
    • (2006) Tetrahedron Lett , vol.47 , pp. 6079-6082
    • Knöll, J.1    Knölker, H.-J.2
  • 31
    • 0030842323 scopus 로고    scopus 로고
    • Isolation and structure elucidation of novel neuronal cell protecting substances, carbazomadurins a and B produced by Actinomadura madurae
    • N Kotoda K Shin-ya K Furihata Y Hayakawa H Seto 1997 Isolation and structure elucidation of novel neuronal cell protecting substances, carbazomadurins A and B produced by Actinomadura madurae J Antibiot 50 770 772
    • (1997) J Antibiot , vol.50 , pp. 770-772
    • Kotoda, N.1    Shin-Ya, K.2    Furihata, K.3    Hayakawa, Y.4    Seto, H.5
  • 32
    • 33747876110 scopus 로고    scopus 로고
    • First total synthesis of the 7-oxygenated carbazole alkaloids clauszoline-K, 3-formyl-7-hydroxycarbazole, clausine M, clausine N and the anti-HIV active siamenol using a highly efficient palladium-catalyzed approach
    • MP Krahl A Jäger T Krause H-J Knölker 2006 First total synthesis of the 7-oxygenated carbazole alkaloids clauszoline-K, 3-formyl-7-hydroxycarbazole, clausine M, clausine N and the anti-HIV active siamenol using a highly efficient palladium-catalyzed approach Org Biomol Chem 4 3215 3219
    • (2006) Org Biomol Chem , vol.4 , pp. 3215-3219
    • Krahl, M.P.1    Jäger, A.2    Krause, T.3    Knölker, H.-J.4
  • 33
    • 84970585029 scopus 로고
    • Glycomaurin and glycomaurrol, new carbazole alkaloids from Glycosmis mauritiana (Rutaceae) Bark
    • V Kumar J Reisch A Wickramasinghe 1989 Glycomaurin and glycomaurrol, new carbazole alkaloids from Glycosmis mauritiana (Rutaceae) Bark Aust J Chem 42 1375 1379
    • (1989) Aust J Chem , vol.42 , pp. 1375-1379
    • Kumar, V.1    Reisch, J.2    Wickramasinghe, A.3
  • 34
    • 27744529130 scopus 로고    scopus 로고
    • Design synthesis and biological/biophysical evaluation of new oligopyrrole carboxamides, biscarbazoles, oxocarbazoles and benzo[a]carbazoles: Antitumor and antioxidative compounds
    • T Lemster U Pindur 2002 Design synthesis and biological/biophysical evaluation of new oligopyrrole carboxamides, biscarbazoles, oxocarbazoles and benzo[a]carbazoles: antitumor and antioxidative compounds Recent Res Dev Org Bioorg Chem 5 99 115
    • (2002) Recent Res Dev Org Bioorg Chem , vol.5 , pp. 99-115
    • Lemster, T.1    Pindur, U.2
  • 37
    • 0034064346 scopus 로고    scopus 로고
    • Siamenol, a new carbazole alkaloid from Murraya siamensis
    • KM Meragelman TC McKee MR Boyd 2000 Siamenol, a new carbazole alkaloid from Murraya siamensis J Nat Prod 63 427 428
    • (2000) J Nat Prod , vol.63 , pp. 427-428
    • Meragelman, K.M.1    McKee, T.C.2    Boyd, M.R.3
  • 38
    • 0002551272 scopus 로고
    • Synthesis of carbazole alkaloids
    • Moody CJ (1994) Synthesis of carbazole alkaloids. Synlett 681-688
    • (1994) Synlett , pp. 681-688
    • Moody, C.J.1
  • 39
    • 0011949586 scopus 로고
    • Glycozolinine, a carbazole derivative from Glycosmis pentaphylla
    • S Mukherjee M Mukherjee SN Ganguly 1983 Glycozolinine, a carbazole derivative from Glycosmis pentaphylla Phytochemistry 22 1064 1065
    • (1983) Phytochemistry , vol.22 , pp. 1064-1065
    • Mukherjee, S.1    Mukherjee, M.2    Ganguly, S.N.3
  • 40
    • 0027397689 scopus 로고
    • Epocarbazolins a and B, novel 5-lipoxygenase inhibitors - Taxonomy, fermentation, isolation, structures and biological activities
    • Y Nihei H Yamamoto M Hasegawa M Hanada Y Fukagawa T Oki 1993 Epocarbazolins A and B, novel 5-lipoxygenase inhibitors - taxonomy, fermentation, isolation, structures and biological activities J Antibiot 46 25 33
    • (1993) J Antibiot , vol.46 , pp. 25-33
    • Nihei, Y.1    Yamamoto, H.2    Hasegawa, M.3    Hanada, M.4    Fukagawa, Y.5    Oki, T.6
  • 43
    • 0027178741 scopus 로고
    • Structure of carquinostatin A, a new neuronal cell protecting substance produced by Streptomyces exfoliatus
    • K Shin-ya M Tanaka K Furihata Y Hayakawa H Seto 1993 Structure of carquinostatin A, a new neuronal cell protecting substance produced by Streptomyces exfoliatus Tetrahedron Lett 34 4943 4944
    • (1993) Tetrahedron Lett , vol.34 , pp. 4943-4944
    • Shin-Ya, K.1    Tanaka, M.2    Furihata, K.3    Hayakawa, Y.4    Seto, H.5
  • 45
    • 0029079631 scopus 로고
    • Isolation and structural elucidation of antioxidative substances, carbazoquinocins a to F
    • M Tanaka K Shin-ya K Furihata H Seto 1995 Isolation and structural elucidation of antioxidative substances, carbazoquinocins A to F J Antibiot 48 326 328
    • (1995) J Antibiot , vol.48 , pp. 326-328
    • Tanaka, M.1    Shin-Ya, K.2    Furihata, K.3    Seto, H.4
  • 46
    • 0030513057 scopus 로고    scopus 로고
    • Carbazole alkaloids from stem bark of Clausena excavata
    • T-S Wu S-C Huang P-L Wu 1996 Carbazole alkaloids from stem bark of Clausena excavata Phytochemistry 43 1427 1429
    • (1996) Phytochemistry , vol.43 , pp. 1427-1429
    • Wu, T.-S.1    Huang, S.-C.2    Wu, P.-L.3
  • 47
    • 0030239222 scopus 로고    scopus 로고
    • Carbazole alkaloids from Clausena excavata and their biological activity
    • T-S Wu S-C Huang P-L Wu C-M Teng 1996 Carbazole alkaloids from Clausena excavata and their biological activity Phytochemistry 43 133 140
    • (1996) Phytochemistry , vol.43 , pp. 133-140
    • Wu, T.-S.1    Huang, S.-C.2    Wu, P.-L.3    Teng, C.-M.4
  • 48
    • 0032833109 scopus 로고    scopus 로고
    • Alkaloidal and other constituents from the root bark of Clausena excavata
    • T-S Wu S-C Huang P-L Wu C-S Kuoh 1999 Alkaloidal and other constituents from the root bark of Clausena excavata Phytochemistry 52 523 527
    • (1999) Phytochemistry , vol.52 , pp. 523-527
    • Wu, T.-S.1    Huang, S.-C.2    Wu, P.-L.3    Kuoh, C.-S.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.