Abstract
Peptide-chemistry methods (symmetric anhydrides and activated esters) and the Mannich reaction were used to prepare various conjugates of amino acids with 7,8,9,10-tetrahydrobenzo[c]chromen-6-one in which the amino acids are bound to the coumarin by the C- or N-terminus.
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REFERENCES
W. Winter, W. G. Friebe, A. Roesch, and O. H. Wilhelms, Eur. Pat. Appl. EP 43,535, 13 Jan 1982; Chem. Abstr., 97, 216033p (1982).
M. Miyano, U.S. Pat. No. 3,573,327, 30 Mar 1971; Chem. Abstr., 75, 5707u (1971).
A. M. Andrievskii, M. V. Gorelik, S. V. Avidon, V. Nikonov, G. N. Vorozhtsov, R. V. Linke, O. V. Chelysheva, A. N. Poplovskii, and K. M. Oyumaev, PCT Int. Appl. WO 90 07,479, 12 Jul 1990; Chem. Abstr., 113, 211867c (1990).
S. S. Chatterjee, M. Noeldner, and H. Hauer, Ger. Offen. DE 4,111,861, 15 Oct 1992; Chem. Abstr., 118, 124397j (1993).
R. Schlecker, P. Schmidt, P. C. Thieme, D. Lenke, H.-J. Teschendorf, M. Traut, C. Mueller, H. P. Hofmann, and H. Kreiskott, Ger. Offen. DE 3,243,158, 23 Nov 1982; Chem. Abstr., 101, 90767m (1984).
"Montecatini" Societa Generale per l'Industrie Mineraria e Chimica, Ital. 598,913, Oct. 19, 1959; Chem. Abstr., 59, 10057g (1963).
J. W. Bolger, U.S. Pat. No. 3,325,489, June 13, 1967; Chem. Abstr., 68, 68886c (1968).
R. C. Griffith, S. African ZA 84 04,344, 27 Mar 1985; Chem. Abstr., 104, 34005m (1986).
P. N. Confalone and D. L. Confalone, Tetrahedron, 39, 1265 (1983).
M. M. Garazd, Ya. L. Garazd, S. V. Shilin, and V. P. Khilya, Khim. Prir. Soedin., 383 (2000).
A. A. Gershkovich and V. K. Kibirev, Chemical Synthesis of Peptides [in Russian], Naukova Dumka, Kiev (1992), p. 71.
M. M. Garazd, A. S. Ogorodniichuk, V. V. Shilin, S. A. Vasil?ev, A. V. Turov, and V. P. Khilya, Khim. Prir. Soedin., 466 (1998).
G. W. Anderson, J. E. Zimerman, and F. M. Callahan, J. Am. Chem. Soc., 85, 3039 (1963).
M. M. Garazd, Ya. L. Garazd, M. N. Smirnov, and V. P. Khilya, Khim. Prir. Soedin., 464 (1999).
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Garazd, M.M., Garazd, Y.L., Shilin, S.V. et al. Modified Coumarins. 5. Amino-Acid Derivatives of 3-Hydroxy-7,8,9,10-tetrahydrobenzo[c]Chromen-6-one. Chemistry of Natural Compounds 38, 416–423 (2002). https://doi.org/10.1023/A:1022151407961
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DOI: https://doi.org/10.1023/A:1022151407961