메뉴 건너뛰기




Volumn 1, Issue 10, 2006, Pages 839-850

Progress on cassaine-type diterpenoid ester amines and amides (Erythrophleum Alkaloids)

Author keywords

Bioactivities; Cassaine type diterpenoid ester amines and amides; Erythrophleum alkaloids; Spectral characteristics; Structural modification; Structures

Indexed keywords


EID: 34347272182     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x0600101005     Document Type: Review
Times cited : (9)

References (60)
  • 1
    • 0016136999 scopus 로고
    • Erythrophleum alkaloids
    • Hauth VH. (1974) Erythrophleum alkaloids. Planta Medica, 25, 201-215.
    • (1974) Planta Medica , vol.25 , pp. 201-215
    • Hauth, V.H.1
  • 2
    • 84856013473 scopus 로고
    • Zur Kenntnis der Erythrophleum-alkaloide. 7. Mitteilung. Über β-dialkylaminoäthylester und β-dialkylamino-äthylamide einiger gallensäure
    • Ruzicka L, Plattner PA, Engel BG. (1944) Zur Kenntnis der Erythrophleum-alkaloide. 7. Mitteilung. Über β- dialkylaminoäthylester und β-dialkylamino-äthylamide einiger gallensäure. Helvetica Chimica Acta, 27, 1553-1560.
    • (1944) Helvetica Chimica Acta , vol.27 , pp. 1553-1560
    • Ruzicka, L.1    Plattner, P.A.2    Engel, B.G.3
  • 3
    • 0015734834 scopus 로고
    • New alkaloids from Erythrophleum species
    • Cronlund A. (1973) New alkaloids from Erythrophleum species. Planta Medica, 24, 371-374.
    • (1973) Planta Medica , vol.24 , pp. 371-374
    • Cronlund, A.1
  • 5
    • 27944486407 scopus 로고
    • Erythrophleum alkaloids
    • Clarke RL. (1971) Erythrophleum alkaloids. Phytochemistry, 10, 851-856.
    • (1971) Phytochemistry , vol.10 , pp. 851-856
    • Clarke, R.L.1
  • 6
    • 0003601534 scopus 로고
    • 9th Ed.
    • The Merck Index, 9th Ed. (1976), p.1884.
    • (1976) The Merck Index , pp. 1884
  • 7
    • 84982071948 scopus 로고
    • Zur kenntnis der Erythrophleum-alkaloide. 1. Mitteilung. Cassain, ein krystallisiertes alkaloid aus der rinde von Erythrophleum guineense (G. Don)
    • Dalma G. (1939) Zur kenntnis der Erythrophleum-alkaloide. 1. Mitteilung. Cassain, ein krystallisiertes alkaloid aus der rinde von Erythrophleum guineense (G. Don). Helvetica Chimica Acta, 22, 1497-1512.
    • (1939) Helvetica Chimica Acta , vol.22 , pp. 1497-1512
    • Dalma, G.1
  • 9
    • 0016367496 scopus 로고
    • Tumour inhibitory plants. New alkaloids from the bark of Erythrophleum chlorostachys (Leguminosae)
    • Loder JW, Culvenor CCJ, Nearn RH, Russell GB, Stanton DW. (1974) Tumour inhibitory plants. New alkaloids from the bark of Erythrophleum chlorostachys (Leguminosae). Australian Journal of Chemistry, 27, 179-185.
    • (1974) Australian Journal of Chemistry , vol.27 , pp. 179-185
    • Loder, J.W.1    Ccj, C.2    Nearn, R.H.3    Russell, G.B.4    Stanton, D.W.5
  • 10
    • 84982073439 scopus 로고
    • Zur Kenntnis der Erythrophleum-alkaloide. 3. Mitteilung. Cassaidin, ein zweites krystallisiertes Alkaloid aus der rinde von Erythrophleum guineense (G. Don) und seine beziehung zum cassain
    • Ruzicka L, Dalma G. (1940) Zur Kenntnis der Erythrophleum-alkaloide. 3. Mitteilung. Cassaidin, ein zweites krystallisiertes Alkaloid aus der rinde von Erythrophleum guineense (G. Don) und seine beziehung zum cassain. Helvetica Chimica Acta, 23, 753-764.
    • (1940) Helvetica Chimica Acta , vol.23 , pp. 753-764
    • Ruzicka, L.1    Dalma, G.2
  • 12
    • 84982057002 scopus 로고
    • Zur Kenntnis der Erythrophleum-alkaloide. 4. Mitteilung. Coumingin, ein krystallisiertes alkaloid aus der rinde von Erythrophleum couminga (H. Baillon) und seine beziehung zum cassain
    • Ruzicka L, Dalma G, Scott WE. (1941) Zur Kenntnis der Erythrophleum-alkaloide. 4. Mitteilung. Coumingin, ein krystallisiertes alkaloid aus der rinde von Erythrophleum couminga (H. Baillon) und seine beziehung zum cassain. Helvetica Chimica Acta, 24, 63-76.
    • (1941) Helvetica Chimica Acta , vol.24 , pp. 63-76
    • Ruzicka, L.1    Dalma, G.2    Scott, W.E.3
  • 13
    • 84982077228 scopus 로고
    • Zur Kenntnis der Erythrophleum -alkaloide. 5. Mitteilung. Identifizierung der niedermolekularen spaltsäure des coumingins
    • Ruzicka L, Dalma G, Engel BG, Scott WE. (1941) Zur Kenntnis der Erythrophleum -alkaloide. 5. Mitteilung. Identifizierung der niedermolekularen spaltsäure des coumingins. Helvetica Chimica Acta, 24, 1449-1458.
    • (1941) Helvetica Chimica Acta , vol.24 , pp. 1449-1458
    • Ruzicka, L.1    Dalma, G.2    Engel, B.G.3    Scott, W.E.4
  • 15
    • 0014378908 scopus 로고
    • Three new alkaloids from the bark of erythrophleum guineense G. Don syn. E. Suaveolens (Guill. & Perr) Brenan
    • Thorell A, Agurell S, Sanberg F, Nortin T. (1968) Three new alkaloids from the bark of Erythrophleum guineense G. Don syn. E. suaveolens (Guill.& Perr) Brenan. Acta Chemica Scandinavica, 22, 2835-2844.
    • (1968) Acta Chemica Scandinavica , vol.22 , pp. 2835-2844
    • Thorell, A.1    Agurell, S.2    Sanberg, F.3    Nortin, T.4
  • 18
    • 84900433258 scopus 로고
    • Zur Kenntnis der Erythrophleum-alkaloide. 15. Mitteilung. Überführung von cassaidin in cassain
    • Engel BG. (1959) Zur Kenntnis der Erythrophleum-alkaloide. 15. Mitteilung. Überführung von cassaidin in cassain. Helvetica Chimica Acta, 42, 1127-1131.
    • (1959) Helvetica Chimica Acta , vol.42 , pp. 1127-1131
    • Engel, B.G.1
  • 19
    • 84900395927 scopus 로고
    • The chemistry of natural products. II. Structure of erythrophleadienolic acid
    • Arya VP. (1962) The chemistry of natural products. II. Structure of erythrophleadienolic acid. Journal of Scientific.& Industrial. Research, 21B, 381-387.
    • (1962) Journal of Scientific. & Industrial. Research , vol.21 B , pp. 381-387
    • Arya, V.P.1
  • 20
    • 28844469003 scopus 로고
    • Isolation of norcassamidide and
    • authentic norcassamidine from Erythrophleum chlorostachys. Structural revision of the alkaloids previously known as norcassamidine, norcassamine, norethythrosuamine and dehydro-norerythrosuamine
    • Loder JW, Cluvenor CCJ, Nearn RH, Russell GB, Stanton DW. (1972) Isolation of norcassamidide and authentic norcassamidine from Erythrophleum chlorostachys. Structural revision of the alkaloids previously known as norcassamidine, norcassamine, norethythrosuamine and dehydro-norerythrosuamine. Tetrahedron Letters, 50, 5069-5072.
    • (1972) Tetrahedron Letters , vol.50 , pp. 5069-5072
    • Loder, J.W.1    Ccj, C.2    Nearn, R.H.3    Russell, G.B.4    Stanton, D.W.5
  • 21
    • 84918207543 scopus 로고
    • Anwendung der massenspektrometrie zur strukturaufklärung von alkaloiden, X. Neue alkaloide aus Erythrophleum guineense und über das muawin
    • Fiechtl JF, SpitellerG. (1971) Anwendung der massenspektrometrie zur strukturaufklärung von alkaloiden, X. Neue alkaloide aus Erythrophleum guineense und über das muawin. Chemische Berichte, 104, 3535-3548.
    • (1971) Chemische Berichte , vol.104 , pp. 3535-3548
    • Fiechtl, J.F.1    Spiteller, G.2
  • 25
    • 0015113827 scopus 로고
    • Screening of African Strychnos species for convulsant muscle-relaxant effects
    • Sandberg F, Verpoorte R, Cronlund A. (1971) Screening of African Strychnos species for convulsant muscle-relaxant effects. Acta Pharmaceutica Suecica, 8, 341-350.
    • (1971) Acta Pharmaceutica Suecica , vol.8 , pp. 341-350
    • Sandberg, F.1    Verpoorte, R.2    Cronlund, A.3
  • 26
    • 33645985840 scopus 로고    scopus 로고
    • New cassaine diterpenoid amides with cytotoxic activities from the bark of Erythrophleum fordii
    • Qu J, Hu YC, Yu SS, Chen XG, Li Y. (2006) New cassaine diterpenoid amides with cytotoxic activities from the bark of Erythrophleum fordii. Planta Medica, 72, 442-449.
    • (2006) Planta Medica , vol.72 , pp. 442-449
    • Qu, J.1    Hu, Y.C.2    Yu, S.S.3    Chen, X.G.4    Li, Y.5
  • 28
    • 0017258025 scopus 로고
    • Cardiotonic effect and toxicity of Erythrophleum alkaloids
    • Cronlund A, Sandberg F. (1976) Cardiotonic effect and toxicity of Erythrophleum alkaloids. Acta Pharmaceutica Suecica, 13, 35-42.
    • (1976) Acta Pharmaceutica Suecica , vol.13 , pp. 35-42
    • Cronlund, A.1    Sandberg, F.2
  • 29
    • 0017185764 scopus 로고
    • Synthesis and cardiotonic activity of three new cassaine analogues
    • Cronlund A. (1976) Synthesis and cardiotonic activity of three new cassaine analogues. Acta Pharmaceutica Suecica, 13, 175-180.
    • (1976) Acta Pharmaceutica Suecica , vol.13 , pp. 175-180
    • Cronlund, A.1
  • 31
    • 0015186586 scopus 로고
    • Synthese und auftrennung von racemischen, isomeren desoxo- demethylcassain-derivaten
    • Hauth H, Stauffacher D. (1971) Synthese und auftrennung von racemischen, isomeren desoxo-demethylcassain-derivaten. Helvetica Chimica Acta, 54, 1278-1289.
    • (1971) Helvetica Chimica Acta , vol.54 , pp. 1278-1289
    • Hauth, H.1    Stauffacher, D.2
  • 32
    • 84900449045 scopus 로고
    • Synthese von racemischen, isomeren desoxo-4, 14-dide- methyl-cassain-derivaten
    • Hauth H, Stauffacher D. (1972) Synthese von racemischen, isomeren desoxo-4, 14-dide- methyl-cassain-derivaten. Helvetica Chimica Acta, 55, 1532-1544.
    • (1972) Helvetica Chimica Acta , vol.55 , pp. 1532-1544
    • Hauth, H.1    Stauffacher, D.2
  • 33
    • 0014748279 scopus 로고
    • Cassaine analogs. VI. Resolution of (±)-7-deoxy-16,17,18,20- tetra-norcassaic acid and biological activity of derived esters
    • Clarke RL, Daum SJ. (1970) Cassaine analogs. VI. Resolution of (±)-7-deoxy-16,17,18,20- tetra-norcassaic acid and biological activity of derived esters. Journal of Medicinal Chemistry, 13, 320-322.
    • (1970) Journal of Medicinal Chemistry , vol.13 , pp. 320-322
    • Clarke, R.L.1    Daum, S.J.2
  • 34
    • 0032581658 scopus 로고    scopus 로고
    • A new approach to the design of novel inhibitors of Na+, K+-ATPase: 17α-Substituted seco-D 5β-androstane as cassaine analogues
    • Munari SD, Barassi P, Cerri A, Fedrizzi G, Gobbini M, Mabilia M, Melloni P. (1998) A new approach to the design of novel inhibitors of Na+, K+-ATPase: 17α-Substituted seco-D 5β-androstane as cassaine analogues. Journal of Medicinal Chemistry, 41, 3033-3040.
    • (1998) Journal of Medicinal Chemistry , vol.41 , pp. 3033-3040
    • Munari, S.D.1    Barassi, P.2    Cerri, A.3    Fedrizzi, G.4    Gobbini, M.5    Mabilia, M.6    Melloni, P.7
  • 35
    • 0035829406 scopus 로고    scopus 로고
    • 17α-O- (Aminoalkyl) oxime derivatives of 3β, 14β-dihydroxy-5β- androstane and 3β-hydroxy-14-oxoseco-D-5β- androstane as inhibitors of Na+, K+-ATPase at the digitalis receptor
    • Gobbini M, Barassi P, Cerri A, Munari SD, Fedrizzi G, Santagostino M, Schiavone A, Torri M, Melloni P. (2001) 17α-O- (Aminoalkyl) oxime derivatives of 3β, 14β-dihydroxy-5β- androstane and 3β-hydroxy-14-oxoseco-D-5β-androstane as inhibitors of Na+, K+-ATPase at the digitalis receptor. Journal of Medicinal Chemistry, 44, 3821-3830.
    • (2001) Journal of Medicinal Chemistry , vol.44 , pp. 3821-3830
    • Gobbini, M.1    Barassi, P.2    Cerri, A.3    Munari, S.D.4    Fedrizzi, G.5    Santagostino, M.6    Schiavone, A.7    Torri, M.8    Melloni, P.9
  • 36
    • 0025939803 scopus 로고
    • Structural parallels between the cardiotonic steroids and the Erythrophleum alkaloids-II. Synthesis and Na+, K+-ATPase inhibitory activity of novel Erythrophleum alkaloid analogues
    • Baker RW, Knox JR, Skelton BW, White AH. (1991) Structural parallels between the cardiotonic steroids and the Erythrophleum alkaloids-II. Synthesis and Na+, K+-ATPase inhibitory activity of novel Erythrophleum alkaloid analogues. Tetrahedron, 47, 7965-7980.
    • (1991) Tetrahedron , vol.47 , pp. 7965-7980
    • Baker, R.W.1    Knox, J.R.2    Skelton, B.W.3    White, A.H.4
  • 41
    • 0001874893 scopus 로고    scopus 로고
    • A short review on cardiotonic steroids and their aminoguanidine analogues
    • Melero CP, Medarde M, Feliciano AS. (2000) A short review on cardiotonic steroids and their aminoguanidine analogues. Molecules, 5, 51-81.
    • (2000) Molecules , vol.5 , pp. 51-81
    • Melero, C.P.1    Medarde, M.2    Feliciano, A.S.3
  • 42
    • 0031011544 scopus 로고    scopus 로고
    • Differentiation between various types of inotropes through discovery of differences in their ability to detect isoforms of Na+, K+-ATPase
    • Repke KRH, Megges R, Weiland J. (1997) Differentiation between various types of inotropes through discovery of differences in their ability to detect isoforms of Na+, K+-ATPase. Journal of Enzyme Inhibition, 12, 53-58.
    • (1997) Journal of Enzyme Inhibition , vol.12 , pp. 53-58
    • Repke, K.R.H.1    Megges, R.2    Weiland, J.3
  • 43
    • 33947448873 scopus 로고
    • Alicyclic carboxylic acids. The dialkylaminoethyl carboxylic acids
    • Zlegler MS, Herbst RM. (1951) Alicyclic carboxylic acids. The dialkylaminoethyl carboxylic acids. Journal of Organic Chemistry, 16, 920-929.
    • (1951) Journal of Organic Chemistry , vol.16 , pp. 920-929
    • Zlegler, M.S.1    Herbst, R.M.2
  • 44
    • 0017283684 scopus 로고
    • Metabolism of cassaidine in the guinea pig
    • Cronlund A. (1976) Metabolism of cassaidine in the guinea pig. Acta Pharmaceutica Suecica, 13, 43-50.
    • (1976) Acta Pharmaceutica Suecica , vol.13 , pp. 43-50
    • Cronlund, A.1
  • 45
    • 0016768181 scopus 로고
    • Cassaine: Mechanism of inhibition of Na+/K+-ATPase and relationship of this inhibition to cardiotonic actions
    • Tobin T, Akera T, Brody SL, Ku D, Brody TM. (1975) Cassaine: Mechanism of inhibition of Na+/K+-ATPase and relationship of this inhibition to cardiotonic actions. European Journal of Pharmacology, 32, 133-145.
    • (1975) European Journal of Pharmacology , vol.32 , pp. 133-145
    • Tobin, T.1    Akera, T.2    Brody, S.L.3    Ku, D.4    Brody, T.M.5
  • 46
    • 0026671168 scopus 로고
    • Molecular modeling studies on the digitalis binding site of the sodium, potassium-ATPase
    • Hoeltje HD, Anzali S. (1992) Molecular modeling studies on the digitalis binding site of the sodium, potassium-ATPase. Pharmazie, 47, 691-697.
    • (1992) Pharmazie , vol.47 , pp. 691-697
    • Hoeltje, H.D.1    Anzali, S.2
  • 48
    • 50549201202 scopus 로고
    • Studies of sodium-potassium activated adenosine triphosphatase: VII -inhibition by erythrophleum alkaloids
    • Bonting SL, Hawkins NM, Canady MR. (1964) Studies of sodium-potassium activated adenosine triphosphatase: VII -inhibition by erythrophleum alkaloids. Biochemical Pharmacology, 13, 13-22.
    • (1964) Biochemical Pharmacology , vol.13 , pp. 13-22
    • Bonting, S.L.1    Hawkins, N.M.2    Canady, M.R.3
  • 49
    • 0016194597 scopus 로고
    • Evidence for a dissociation between positive inotropic effect and inhibition of the Na+-K+-ATPase by ouabain, cassaine and their alkylating derivatives
    • Peters T, Raben RH, Wassermann O. (1974) Evidence for a dissociation between positive inotropic effect and inhibition of the Na+-K+-ATPase by ouabain, cassaine and their alkylating derivatives. European Journal of Pharmacology, 26, 166-174.
    • (1974) European Journal of Pharmacology , vol.26 , pp. 166-174
    • Peters, T.1    Raben, R.H.2    Wassermann, O.3
  • 50
    • 0013984473 scopus 로고
    • Azasteroids and heart adenosine triphosphatase
    • Brown HD. (1966) Azasteroids and heart adenosine triphosphatase. Biochemical Pharmacology, 15, 2007-2011.
    • (1966) Biochemical Pharmacology , vol.15 , pp. 2007-2011
    • Brown, H.D.1
  • 51
    • 0014434038 scopus 로고
    • Studies on (Na+-K+)-activated ATPase. XX. Properties of (Na+-K+)-activated ATPase in rat liver
    • Bakkeren JAJM, Bonting SL. (1968) Studies on (Na+-K+)-activated ATPase. XX. Properties of (Na+-K+)-activated ATPase in rat liver. Biochimica et Biophysica Acta (BBA) - Biomembranes, 150, 460-466.
    • (1968) Biochimica et Biophysica Acta (BBA) - Biomembranes , vol.150 , pp. 460-466
    • Jajm, B.1    Bonting, S.L.2
  • 52
    • 0013836525 scopus 로고
    • Über die ursache der speciesunterschiede in der digitalisempfindlichkeit
    • Repke K, Est M, Portius HJ. (1965) Über die ursache der speciesunterschiede in der digitalisempfindlichkeit. Biochemical Pharmacology, 14, 1785-1802.
    • (1965) Biochemical Pharmacology , vol.14 , pp. 1785-1802
    • Repke, K.1    Est, M.2    Portius, H.J.3
  • 54
    • 0015340692 scopus 로고
    • Accumulation of cyclic adenosine monophosphate in incubated slices of brain tissue. 2. Effects of depolarizing agents, membrane stabilizers, phosphodiesterase inhibitors, and adenosine analogs
    • Huang M, Shimizu H, Daly JW. (1972) Accumulation of cyclic adenosine monophosphate in incubated slices of brain tissue. 2. Effects of depolarizing agents, membrane stabilizers, phosphodiesterase inhibitors, and adenosine analogs. Journal of Medicinal Chemistry, 15, 462-466.
    • (1972) Journal of Medicinal Chemistry , vol.15 , pp. 462-466
    • Huang, M.1    Shimizu, H.2    Daly, J.W.3
  • 55
  • 56
    • 0024324377 scopus 로고
    • Development of a specific assay for cardiac glycoside-like compounds based on crossresistance of human cell mutants
    • Gupta RS, Chopra A, Trott AB. (1989) Development of a specific assay for cardiac glycoside-like compounds based on crossresistance of human cell mutants. Biochemical Pharmacology, 38, 2159-2168.
    • (1989) Biochemical Pharmacology , vol.38 , pp. 2159-2168
    • Gupta, R.S.1    Chopra, A.2    Trott, A.B.3
  • 57
    • 0022521980 scopus 로고
    • Cellular basis for the species differences in sensitivity to cardiac glycosides (digitalis)
    • Gupta RS, Chopra A, Stetsko DK. (1986) Cellular basis for the species differences in sensitivity to cardiac glycosides (digitalis). Journal of Cellular Physiology, 127, 197-206.
    • (1986) Journal of Cellular Physiology , vol.127 , pp. 197-206
    • Gupta, R.S.1    Chopra, A.2    Stetsko, D.K.3
  • 58
    • 0019868267 scopus 로고
    • Mutants of Hela cells resistant to ouabain and cassaine: Genetic evidence for the common site of action of cardiac glycosides and Erythrophleum alkaloids
    • Gupta RS. (1981) Mutants of Hela cells resistant to ouabain and cassaine: genetic evidence for the common site of action of cardiac glycosides and Erythrophleum alkaloids. Biochemical Pharmacology, 30, 3039-3044.
    • (1981) Biochemical Pharmacology , vol.30 , pp. 3039-3044
    • Gupta, R.S.1
  • 59
    • 0016434559 scopus 로고
    • Variant HeLa cells selected for their resistance to ouabain
    • Rosenberg HM. (1975) Variant HeLa cells selected for their resistance to ouabain. Journal of Cellular Physiology, 85, 135-142.
    • (1975) Journal of Cellular Physiology , vol.85 , pp. 135-142
    • Rosenberg, H.M.1
  • 60
    • 0021813491 scopus 로고
    • Cross-resistance and biochemical studies with two classes of Hela cell mutants resistant to cardiac glycosides. The unusual behavior of cardenolide Sc4453
    • Gupta RS, Chopra A. (1985) Cross-resistance and biochemical studies with two classes of Hela cell mutants resistant to cardiac glycosides. The unusual behavior of cardenolide Sc4453. The Journal of Biological Chemistry, 260, 6843-6850.
    • (1985) The Journal of Biological Chemistry , vol.260 , pp. 6843-6850
    • Gupta, R.S.1    Chopra, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.