메뉴 건너뛰기




Volumn 48, Issue 3, 2005, Pages 849-856

Identification of a novel cardenolicle (2′-oxovoruscharin) from Calotropis procera and the hemisynthesis of novel derivatives displaying potent in vitro antitumor activities and high in vivo tolerance: Structure-activity relationship analyses

Author keywords

[No Author keywords available]

Indexed keywords

7 ETHYL 10 HYDROXYCAMPTOTHECIN; ADENOSINE TRIPHOSPHATASE (POTASSIUM SODIUM); ANTINEOPLASTIC AGENT; CALOTROPIS PROCERA EXTRACT; CARDENOLIDE DERIVATIVE; DOXORUBICIN; ETOPOSIDE; IRINOTECAN; METHANOL; OXALIPLATIN; PACLITAXEL; VINCRISTINE; 2'' OXOVORUSCHARIN; 2''-OXOVORUSCHARIN; 7-ETHYL-10-HYDROXYCAMPTOTHECIN; CAMPTOTHECIN; CARDENOLIDE; DRUG DERIVATIVE; PLATINUM COMPLEX; THIAZOLE DERIVATIVE;

EID: 20044369153     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049405a     Document Type: Article
Times cited : (160)

References (59)
  • 1
    • 13444251565 scopus 로고
    • The latex of Calotropis procera (family: Asclepiadaceae), a new substances having an ascaricidal effect in-vitro
    • Nagaty, H. F.; Rifaat, M. A.; Morsy, T. A. The latex of Calotropis procera (family: Asclepiadaceae), a new substances having an ascaricidal effect in-vitro. J. Egypt. Med. Assoc. 1959, 42, 563-566.
    • (1959) J. Egypt. Med. Assoc. , vol.42 , pp. 563-566
    • Nagaty, H.F.1    Rifaat, M.A.2    Morsy, T.A.3
  • 2
    • 0033989484 scopus 로고    scopus 로고
    • In-vitro schizonticidal screening of Calotropis procera
    • Sharma, P.; Sharma, J. D. In-vitro schizonticidal screening of Calotropis procera. Fitoterapia 2000, 71, 77-79.
    • (2000) Fitoterapia , vol.71 , pp. 77-79
    • Sharma, P.1    Sharma, J.D.2
  • 3
    • 0035136379 scopus 로고    scopus 로고
    • Screening of Yemeni medicinal plants for antibacterial and cytotoxic activities
    • Ali, N. A.; Julich, W. D.; Kusnick, C.; Lindequist, U. Screening of Yemeni medicinal plants for antibacterial and cytotoxic activities. J. Ethnopharmacol. 2001, 74, 173-179.
    • (2001) J. Ethnopharmacol. , vol.74 , pp. 173-179
    • Ali, N.A.1    Julich, W.D.2    Kusnick, C.3    Lindequist, U.4
  • 5
    • 0035143242 scopus 로고    scopus 로고
    • A preliminary study on the anthelmintic activity of Calotropis procera latex against Haemonchus contortus infection in Najdi sheep
    • Al-Qarawi, A. A.; Mahmoud, O. M.; Sobaih Haroun, E. M.; Adam, S. E. A preliminary study on the anthelmintic activity of Calotropis procera latex against Haemonchus contortus infection in Najdi sheep. Vet. Res. Commun. 2001, 25, 61-70.
    • (2001) Vet. Res. Commun. , vol.25 , pp. 61-70
    • Al-Qarawi, A.A.1    Mahmoud, O.M.2    Sobaih Haroun, E.M.3    Adam, S.E.4
  • 6
    • 0031203467 scopus 로고    scopus 로고
    • Insecticidal activity of Calotropis procera extracts of the flesh fly, Sarcophaga haemorrhoidalis fallen
    • Moursy, L. E. Insecticidal activity of Calotropis procera extracts of the flesh fly, Sarcophaga haemorrhoidalis fallen. J. Egypt. Soc. Parasitol. 1997, 27, 505-514.
    • (1997) J. Egypt. Soc. Parasitol. , vol.27 , pp. 505-514
    • Moursy, L.E.1
  • 7
    • 0028135718 scopus 로고
    • Antiinflammatory activity of the latex of Calotropis procera
    • Kumar, V. L.; Basu, N. Antiinflammatory activity of the latex of Calotropis procera. J. Ethnopharmcol. 1994, 44, 123-125.
    • (1994) J. Ethnopharmcol. , vol.44 , pp. 123-125
    • Kumar, V.L.1    Basu, N.2
  • 8
    • 0034467950 scopus 로고    scopus 로고
    • Inflammation induced by latex of Calotropis procera - A new model to evaluate antiinflammatory drugs
    • Singh, H.; Kumar, S.; Dewan, S.; Kumar, V. L. Inflammation induced by latex of Calotropis procera - a new model to evaluate antiinflammatory drugs. J. Pharmacol. Toxicol. Methods 2000, 43, 219-224.
    • (2000) J. Pharmacol. Toxicol. Methods , vol.43 , pp. 219-224
    • Singh, H.1    Kumar, S.2    Dewan, S.3    Kumar, V.L.4
  • 9
    • 0034988142 scopus 로고    scopus 로고
    • Antidiarrhoel activity of the latex of Calotropis procera
    • Kumar, S.; Dewan, S.; Sangraula, H.; Kumar, V. L. Antidiarrhoel activity of the latex of Calotropis procera. J. Ethnopharmacol. 2001, 76, 115-118.
    • (2001) J. Ethnopharmacol. , vol.76 , pp. 115-118
    • Kumar, S.1    Dewan, S.2    Sangraula, H.3    Kumar, V.L.4
  • 12
    • 0033797326 scopus 로고    scopus 로고
    • Preliminary studies on the analgesic activity of latex of Calotropis procera
    • Dewan, S.; Sangraula, H.; Kumar, V. L. Preliminary studies on the analgesic activity of latex of Calotropis procera. J. Ethnopharmacol. 2000, 73, 307-311.
    • (2000) J. Ethnopharmacol. , vol.73 , pp. 307-311
    • Dewan, S.1    Sangraula, H.2    Kumar, V.L.3
  • 13
    • 0035116624 scopus 로고    scopus 로고
    • Norditerpenic esters and pentacyclic triterpenoids from root bark of Calotropis procera (Ait) R. Br.
    • Ansari, S. H.; Ali, M. Norditerpenic esters and pentacyclic triterpenoids from root bark of Calotropis procera (Ait) R. Br. Pharmazie 2001, 56, 175-177.
    • (2001) Pharmazie , vol.56 , pp. 175-177
    • Ansari, S.H.1    Ali, M.2
  • 15
    • 0037376207 scopus 로고    scopus 로고
    • Procerain, a stable cysteine protease from the latex of Calotropis procera
    • Kumar Dubey, V.; Jagannadham, M. V. Procerain, a stable cysteine protease from the latex of Calotropis procera. Phytochemistry 2003, 62, 1057-1071.
    • (2003) Phytochemistry , vol.62 , pp. 1057-1071
    • Kumar Dubey, V.1    Jagannadham, M.V.2
  • 16
    • 0242441064 scopus 로고    scopus 로고
    • Histamine mediates the proinflammatory effect of latex of Calotropis procera in rats
    • Shivkar, Y. M.; Kumar, V. L. Histamine mediates the proinflammatory effect of latex of Calotropis procera in rats. Mediators Inflamm. 2003, 12, 299-302.
    • (2003) Mediators Inflamm. , vol.12 , pp. 299-302
    • Shivkar, Y.M.1    Kumar, V.L.2
  • 18
    • 0020757323 scopus 로고
    • Nutrient and cardenolide composition of unextracted and solvent-extracted Calotropis procera
    • Erdman, M. D. Nutrient and cardenolide composition of unextracted and solvent-extracted Calotropis procera. J. Agric. Food Chem. 1983, 31, 509-513.
    • (1983) J. Agric. Food Chem. , vol.31 , pp. 509-513
    • Erdman, M.D.1
  • 20
    • 0036735116 scopus 로고    scopus 로고
    • Cardiotonic steroids: Potential endogenous sodium pump ligands with diverse function
    • Dmitrieva, R.; Doris, P. A. Cardiotonic steroids: potential endogenous sodium pump ligands with diverse function. Exp. Biol. Med. 2002, 227, 561-569.
    • (2002) Exp. Biol. Med. , vol.227 , pp. 561-569
    • Dmitrieva, R.1    Doris, P.A.2
  • 21
    • 0036106788 scopus 로고    scopus 로고
    • Endogenous cardiac glycosides, a new class of steroid hormones
    • Schoner, W. Endogenous cardiac glycosides, a new class of steroid hormones. Eur. J. Biochem. 2002, 269, 2440-2448.
    • (2002) Eur. J. Biochem. , vol.269 , pp. 2440-2448
    • Schoner, W.1
  • 22
    • 0033383637 scopus 로고    scopus 로고
    • Digitoxin is a potential anticancer agent for several types of cancer
    • Haux, J. Digitoxin is a potential anticancer agent for several types of cancer. Med. Hypoth. 1999, 53, 543-548.
    • (1999) Med. Hypoth. , vol.53 , pp. 543-548
    • Haux, J.1
  • 23
    • 0034660878 scopus 로고    scopus 로고
    • 2+ increases and apoptosis in androgen-independent, metastatic human prostate adenocarcinoma cells
    • 2+ increases and apoptosis in androgen-independent, metastatic human prostate adenocarcinoma cells. Cancer Res. 2000, 60, 3807-3812.
    • (2000) Cancer Res. , vol.60 , pp. 3807-3812
    • McConkey, D.J.1    Lin, Y.2    Nutt, L.K.3    Ozel, H.Z.4    Newman, R.A.5
  • 25
    • 0034886564 scopus 로고    scopus 로고
    • Cardenolides and cancer
    • Stenkvist, B. Cardenolides and cancer. Anti-Cancer Drugs 2001, 12, 635-636.
    • (2001) Anti-Cancer Drugs , vol.12 , pp. 635-636
    • Stenkvist, B.1
  • 26
    • 13444273535 scopus 로고
    • Cardenolides. Part VI. Uscharidin, Calotropin, and Calotoxin
    • Crout, D. H. G.; Hassall, C. H.; Jones, T. L. Cardenolides. Part VI. Uscharidin, Calotropin, and Calotoxin. J. Chem. Soc. 1964, 2187-2194.
    • (1964) J. Chem. Soc. , pp. 2187-2194
    • Crout, D.H.G.1    Hassall, C.H.2    Jones, T.L.3
  • 27
    • 37049068506 scopus 로고
    • Cardenolides Glycosides with 5,6-Unsaturation from Asclepias vestita
    • Cheung, H. T. A.; Nelson C. J. Cardenolides Glycosides with 5,6-Unsaturation from Asclepias vestita J. Chem. Soc., Perkin Trans. 1 1989, 1563-1570.
    • (1989) J. Chem. Soc., Perkin Trans. 1 , pp. 1563-1570
    • Cheung, H.T.A.1    Nelson, C.J.2
  • 28
    • 37049099303 scopus 로고
    • Cardenolides glycosides of the asclepiadaceae. New glycosides from Asclepias fructicosa and the stereochemistry of uscharin, voruscharin, and calotoxin
    • Cheung, H. T. A.; Chiu, F. C. K.; Watson, T. R.; Wells, R. S. Cardenolides glycosides of the asclepiadaceae. New glycosides from Asclepias fructicosa and the stereochemistry of uscharin, voruscharin, and calotoxin. J. Chem. Soc., Perkin Trans. 1 1983, 2827-2835.
    • (1983) J. Chem. Soc., Perkin Trans. 1 , pp. 2827-2835
    • Cheung, H.T.A.1    Chiu, F.C.K.2    Watson, T.R.3    Wells, R.S.4
  • 31
    • 0037030607 scopus 로고    scopus 로고
    • 3-Aryl-2-quinolone derivatives: Synthesis and characterization of in vitro and in vivo antitumor effects with emphasis on a new therapeutical target connected with cell migration
    • Joseph, B.; Darro, F.; Behard, A.; Lesur, B.; Collignon, F.; Decaestecker, C.; Frydman, A.; Guillaumet, G.; Kiss, R. 3-Aryl-2-quinolone derivatives: synthesis and characterization of in vitro and in vivo antitumor effects with emphasis on a new therapeutical target connected with cell migration. J. Med. Chem. 2002, 45, 2543-2555.
    • (2002) J. Med. Chem. , vol.45 , pp. 2543-2555
    • Joseph, B.1    Darro, F.2    Behard, A.3    Lesur, B.4    Collignon, F.5    Decaestecker, C.6    Frydman, A.7    Guillaumet, G.8    Kiss, R.9
  • 33
    • 0035950141 scopus 로고    scopus 로고
    • Synthesis and cytotoxicity on sensitive and doxorubicin-resistant cell lines of new pyrrolo[2,1-c][1,4]benzodiazepines related to anthramycin
    • Langlois, N.; Rojas-Rousseau, A.; Gaspard, C.; Werner, G. H.; Darro, F.; Kiss, R. Synthesis and cytotoxicity on sensitive and doxorubicin-resistant cell lines of new pyrrolo[2,1-c][1,4]benzodiazepines related to anthramycin. J. Med. Chem. 2001, 44, 3754-3757.
    • (2001) J. Med. Chem. , vol.44 , pp. 3754-3757
    • Langlois, N.1    Rojas-Rousseau, A.2    Gaspard, C.3    Werner, G.H.4    Darro, F.5    Kiss, R.6
  • 34
    • 0035960054 scopus 로고    scopus 로고
    • Synthesis and characterization of the antitumor activities of analogues of meridine a marine pyridoacridine alkaloid
    • Delfourne, E.; Darro, F.; Bontemps-Subielos, N.; Decaestecker, C.; Bastide, J.; Frydman, A.; Kiss, R. Synthesis and characterization of the antitumor activities of analogues of meridine a marine pyridoacridine alkaloid. J. Med. Chem. 2001, 44, 3275-3282.
    • (2001) J. Med. Chem. , vol.44 , pp. 3275-3282
    • Delfourne, E.1    Darro, F.2    Bontemps-Subielos, N.3    Decaestecker, C.4    Bastide, J.5    Frydman, A.6    Kiss, R.7
  • 36
    • 0042343837 scopus 로고    scopus 로고
    • Synthesis and in vitro antitumor activity of phenanthrolin-7-one derivatives, analogues of the marine pyridoacridine alkaloids ascididemin and meridine: Structure-activity relationship
    • Delfourne, E.; Kiss, R.; Le Corre, L.; Dujols, F.; Bastide, J.; Collignon, F.; Lesur, B.; Frydman, A.; Darro, F. Synthesis and in vitro antitumor activity of phenanthrolin-7-one derivatives, analogues of the marine pyridoacridine alkaloids ascididemin and meridine: structure-activity relationship. J. Med. Chem. 2003, 46, 3536-3545.
    • (2003) J. Med. Chem. , vol.46 , pp. 3536-3545
    • Delfourne, E.1    Kiss, R.2    Le Corre, L.3    Dujols, F.4    Bastide, J.5    Collignon, F.6    Lesur, B.7    Frydman, A.8    Darro, F.9
  • 37
    • 0033564494 scopus 로고    scopus 로고
    • Homocamptothecin, an E-ring modified camptothecin with enhanced lactone stability, retains topoisomerase I-targeted activity and antitumor properties
    • Lesueur-Ginot, L.; Demarquay, D.; Kiss, R.; Kasprzyk, P. G.; Dassonneville, L.; Bailly, C.; Camara, J.; Lavergne, O.; Bigg, D. C. Homocamptothecin, an E-ring modified camptothecin with enhanced lactone stability, retains topoisomerase I-targeted activity and antitumor properties. Cancer Res. 1999, 59, 2939-2943.
    • (1999) Cancer Res. , vol.59 , pp. 2939-2943
    • Lesueur-Ginot, L.1    Demarquay, D.2    Kiss, R.3    Kasprzyk, P.G.4    Dassonneville, L.5    Bailly, C.6    Camara, J.7    Lavergne, O.8    Bigg, D.C.9
  • 39
    • 0024312538 scopus 로고
    • Display and analysis of patterns of differential activity of drugs against human tumor cell lines: Development of mean graph and COMPARE algorithm
    • Paull, K. D.; Shoemaker, R. H.; Hodes, L.; Monks, A.; Scudiero, D. A.; Rubinstein, L.; Plowman, J.; Boyd, M. R. Display and analysis of patterns of differential activity of drugs against human tumor cell lines: development of mean graph and COMPARE algorithm. J. Natl. Cancer Inst. 1989, 81, 1088-1092.
    • (1989) J. Natl. Cancer Inst. , vol.81 , pp. 1088-1092
    • Paull, K.D.1    Shoemaker, R.H.2    Hodes, L.3    Monks, A.4    Scudiero, D.A.5    Rubinstein, L.6    Plowman, J.7    Boyd, M.R.8
  • 40
    • 0002585956 scopus 로고
    • Characterization of cross-resistance expressed by 12 chemoresistant cancer cell lines to 15 antineoplastic agents
    • Pauwels, O.; Kiss, R. Characterization of cross-resistance expressed by 12 chemoresistant cancer cell lines to 15 antineoplastic agents. Cell Pharmacol. 1994, 1, 279-285.
    • (1994) Cell Pharmacol. , vol.1 , pp. 279-285
    • Pauwels, O.1    Kiss, R.2
  • 41
    • 0029035537 scopus 로고
    • Comparative study of multi-drug resistance evaluated by means of the quantitative immunohistochemical detection of P-glycoprotein and the functional release of rhodamine 123
    • Delville, J. P.; Pradier, O.; Pauwels, O.; Van Onderbergen, A.; Kiss, R.; Feremans, W.; Capel, P. Comparative study of multi-drug resistance evaluated by means of the quantitative immunohistochemical detection of P-glycoprotein and the functional release of rhodamine 123. Am. J. Hematol. 1995, 49, 183-193.
    • (1995) Am. J. Hematol. , vol.49 , pp. 183-193
    • Delville, J.P.1    Pradier, O.2    Pauwels, O.3    Van Onderbergen, A.4    Kiss, R.5    Feremans, W.6    Capel, P.7
  • 42
    • 16044370867 scopus 로고    scopus 로고
    • Synthesis and pharmacological properties of cardenolides substituted at the butenolide part
    • Staroske, T.; Hennig, L.; Welzel, P. Synthesis and pharmacological properties of cardenolides substituted at the butenolide part. Tetrahedron 1998, 52, 12733-12744.
    • (1998) Tetrahedron , vol.52 , pp. 12733-12744
    • Staroske, T.1    Hennig, L.2    Welzel, P.3
  • 43
    • 0029619032 scopus 로고
    • Stimulatory effect of ouabain on VCAM-1 and iNOS expression in murine endothelial cells: Involvement of NF-kappaB
    • Bereta, J.; Cohen, M. C.; Bereta, M. Stimulatory effect of ouabain on VCAM-1 and iNOS expression in murine endothelial cells: involvement of NF-kappaB. FEBS Lett. 1995, 377, 21-25.
    • (1995) FEBS Lett. , vol.377 , pp. 21-25
    • Bereta, J.1    Cohen, M.C.2    Bereta, M.3
  • 45
    • 0035667677 scopus 로고    scopus 로고
    • A fresh facet for ouabain action
    • Scheiner-Bobis, G.; Schoner, W. A fresh facet for ouabain action. Nat. Med. 2001, 7, 1288-1289.
    • (2001) Nat. Med. , vol.7 , pp. 1288-1289
    • Scheiner-Bobis, G.1    Schoner, W.2
  • 46
    • 0346118913 scopus 로고    scopus 로고
    • Cell signaling micro-domain with Na,K-ATPase and inositol 1,4,5-triphosphate receptor generates calcium oscillations
    • Miyakawa-Naito, A.; Uhlen, P.; Lal, M.; Aizman, O.; Mikoshiba, K.; Brismar, H.; Zelenin, S.; Aperia, A. Cell signaling micro-domain with Na,K-ATPase and inositol 1,4,5-triphosphate receptor generates calcium oscillations. J. Biol. Chem. 2003, 278, 50355-50361.
    • (2003) J. Biol. Chem. , vol.278 , pp. 50355-50361
    • Miyakawa-Naito, A.1    Uhlen, P.2    Lal, M.3    Aizman, O.4    Mikoshiba, K.5    Brismar, H.6    Zelenin, S.7    Aperia, A.8
  • 47
    • 0242408772 scopus 로고    scopus 로고
    • Oleandrin suppresses activation of nuclear transcription factor-kappa B and activator protein-1 and potentiates apoptosis induced by ceramide
    • Srenivasan, Y.; Sarkar, A.; Manna, S. K. Oleandrin suppresses activation of nuclear transcription factor-kappa B and activator protein-1 and potentiates apoptosis induced by ceramide. Biochem. Pharmacol. 2003, 66, 2223-2239.
    • (2003) Biochem. Pharmacol. , vol.66 , pp. 2223-2239
    • Srenivasan, Y.1    Sarkar, A.2    Manna, S.K.3
  • 48
    • 0037328613 scopus 로고    scopus 로고
    • NF-κB activation in cancer: A challenge for ubiquitination-and proteasome-based therapeutic approach
    • Amit, S.; Ben-Neriah, Y. NF-κB activation in cancer: a challenge for ubiquitination-and proteasome-based therapeutic approach. Semin. Cancer Biol. 2003, 13, 15-28.
    • (2003) Semin. Cancer Biol. , vol.13 , pp. 15-28
    • Amit, S.1    Ben-Neriah, Y.2
  • 49
    • 0031897632 scopus 로고    scopus 로고
    • NF-κappa B and Rel proteins: Evolutionarily conserved mediators of immune response
    • Ghosh, S.; May, M. J.; Kopp, E. B. NF-κappa B and Rel proteins: evolutionarily conserved mediators of immune response. Annu. Rev. Immunol. 1998, 16, 225-260.
    • (1998) Annu. Rev. Immunol. , vol.16 , pp. 225-260
    • Ghosh, S.1    May, M.J.2    Kopp, E.B.3
  • 51
    • 0034084163 scopus 로고    scopus 로고
    • Phosphorylation meets ubiquitination: The control of NF-[kappa]B activity
    • Karin, M.; Ben-Neriah, Y. Phosphorylation meets ubiquitination: the control of NF-[kappa]B activity. Annu. Rev. Immunol. 2000, 18, 621-663.
    • (2000) Annu. Rev. Immunol. , vol.18 , pp. 621-663
    • Karin, M.1    Ben-Neriah, Y.2
  • 52
    • 0031126395 scopus 로고    scopus 로고
    • I kappa B protein: Structure, function and regulation
    • Whiteside, S. T.; Israel, A. I kappa B protein: structure, function and regulation. Semin. Cancer Biol. 1997, 8, 75-82.
    • (1997) Semin. Cancer Biol. , vol.8 , pp. 75-82
    • Whiteside, S.T.1    Israel, A.2
  • 54
    • 13444282573 scopus 로고    scopus 로고
    • Newly Identified Cardenolide Displays Potent in Vitro and in Vivo Anti-Tumor Activity in the Case of Experimental Human Non-Small-Cell-Lung Cancers (NSCLCs) by Overcoming Their Natural Chemotherapeutic Defenses
    • submitted for publication
    • Mijatovic, T.; Op De Beeck, A.; Van Quaquebeke, E.; Camby, I.; Dewelle, J.; Decaestecker, C.; de Launoit, Y.; Darro, F.; Kiss, R. Newly Identified Cardenolide Displays Potent In Vitro and In Vivo Anti-Tumor Activity in the Case of Experimental Human Non-Small-Cell-Lung Cancers (NSCLCs) by Overcoming Their Natural Chemotherapeutic Defenses. Clin. Cancer Res. (submitted for publication).
    • Clin. Cancer Res.
    • Mijatovic, T.1    Op De Beeck, A.2    Van Quaquebeke, E.3    Camby, I.4    Dewelle, J.5    Decaestecker, C.6    De Launoit, Y.7    Darro, F.8    Kiss, R.9
  • 56
    • 3543092021 scopus 로고    scopus 로고
    • Pathways of apoptotic and nonapoptotic death in tumour cells
    • Okada, H.; Mak, T. W. Pathways of apoptotic and nonapoptotic death in tumour cells. Nat. Rev. Cancer 2004, 4, 592-603.
    • (2004) Nat. Rev. Cancer , vol.4 , pp. 592-603
    • Okada, H.1    Mak, T.W.2
  • 58
    • 0033129591 scopus 로고    scopus 로고
    • Is digitalis a therapy for breast carcinoma?
    • Stenkvist, B. Is digitalis a therapy for breast carcinoma? Oncol. Rep. 1999, 6, 493-496.
    • (1999) Oncol. Rep. , vol.6 , pp. 493-496
    • Stenkvist, B.1
  • 59
    • 0035090156 scopus 로고    scopus 로고
    • Structure-activity relationships for the hypertensinogenic activity of ouabain: Role of the sugar and lactone ring
    • Manunta, P.; Hamilton, B. P.; Hamlyn, J. M. Structure-activity relationships for the hypertensinogenic activity of ouabain: role of the sugar and lactone ring. Hypertension 2001, 37, 472-477.
    • (2001) Hypertension , vol.37 , pp. 472-477
    • Manunta, P.1    Hamilton, B.P.2    Hamlyn, J.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.