Comparative Study
doi: 10.1021/jm00378a041.
Synthesis and antitumor activity of tropolone derivatives
- PMID: 6502608
- DOI: 10.1021/jm00378a041
Item in Clipboard
Comparative Study
Synthesis and antitumor activity of tropolone derivatives
J Med Chem.
1984 Dec.
Abstract
Treatment of tropolones with benzaldehyde diethyl acetals gave monotropolone (12) and bistropolone (13) derivatives at the benzylic position, whereas the related 1-ethoxyisochroman and the diethyl acetals of crotonaldehyde and cinnamaldehyde gave only the monotropolone derivatives (5, 10, or 11). The monotropolone derivatives (5, 10, 11, and 12) had poor potency against P388 leukemia in mice, but the bistropolone derivatives (13 and 14) showed significant potency and prolongation of life.
Similar articles
-
Synthesis and antitumor activity of tropolone derivatives. 2.J Med Chem. 1985 Aug;28(8):1026-31. doi: 10.1021/jm00146a009. J Med Chem. 1985. PMID: 4020825
-
Synthesis and antitumor activity of tropolone derivatives. 4.J Med Chem. 1987 Jan;30(1):117-20. doi: 10.1021/jm00384a020. J Med Chem. 1987. PMID: 3806588
-
Synthesis and antitumor activity of tropolone derivatives. 3.J Med Chem. 1986 Jul;29(7):1202-5. doi: 10.1021/jm00157a014. J Med Chem. 1986. PMID: 3806570
-
Synthesis and antitumor activity of tropolone derivatives. 5.J Med Chem. 1987 Jul;30(7):1245-8. doi: 10.1021/jm00390a022. J Med Chem. 1987. PMID: 3599030
-
[Study on the development of biological-active compounds after the model of natural products].Yakugaku Zasshi. 1992 Feb;112(2):81-99. doi: 10.1248/yakushi1947.112.2_81. Yakugaku Zasshi. 1992. PMID: 1517979 Review. Japanese.
Cited by
-
2-Hetaryl-1,3-tropolones based on five-membered nitrogen heterocycles: synthesis, structure and properties.Beilstein J Org Chem. 2015 Nov 12;11:2179-88. doi: 10.3762/bjoc.11.236. eCollection 2015. Beilstein J Org Chem. 2015. PMID: 26664640 Free PMC article.
-
Total Synthesis and Computational Investigations of Sesquiterpene-Tropolones Ameliorate Stereochemical Inconsistencies and Resolve an Ambiguous Biosynthetic Relationship.J Am Chem Soc. 2021 Apr 21;143(15):6006-6017. doi: 10.1021/jacs.1c02150. Epub 2021 Apr 7. J Am Chem Soc. 2021. PMID: 33825475 Free PMC article.
-
Imbalance of deoxyribonucleoside triphosphates and DNA double-strand breaks in mouse mammary tumor FM3A cells treated in vitro with an antineoplastic tropolone derivative.Jpn J Cancer Res. 1992 Jun;83(6):661-8. doi: 10.1111/j.1349-7006.1992.tb00141.x. Jpn J Cancer Res. 1992. PMID: 1644668 Free PMC article.