A revised structure for (-)-dihydropertusaric acid, a γ-butyrolactone acid from the lichen Punctelia microsticta
The γ-butyrolactone acid (1) and two known compounds, (-)-isomuronic acid and the tridepside gyrophoric acid, have been isolated from the lichen Punctelia microsticta. The structure and stereochemistry of compound 1 were determined on the basis of spectroscopic evidence and molecular modeling. Spect...
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1999
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| LEADER | 04731caa a22006977a 4500 | ||
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| 001 | PAPER-2565 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203200.0 | ||
| 008 | 190411s1999 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-0344210421 | |
| 024 | 7 | |2 cas |a gamma butyrolactone, 96-48-0 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a JNPRD | ||
| 100 | 1 | |a Maier, M.S. | |
| 245 | 1 | 2 | |a A revised structure for (-)-dihydropertusaric acid, a γ-butyrolactone acid from the lichen Punctelia microsticta |
| 260 | |c 1999 | ||
| 270 | 1 | 0 | |m Maier, M.S.; Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina; email: maier@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Hoffmann, H.M.R., Rabe, J., (1985) Angew. Chem., Int. Ed. Engl., 24, pp. 94-100 | ||
| 504 | |a Mulzner, J., Salimi, N., Hartl, H., (1993) Tetrahedron: Asymmetry, 4, pp. 457-471 | ||
| 504 | |a Mulzer, J., Kattner, L., Strecker, A.R., Schroeder, C., Buschmann, J., Lehmann, C., Luger, P., (1991) J. Am. Chem. Soc., 113, pp. 4218-4229 | ||
| 504 | |a Azevedo, M.B.M., Murta, M.M., Greene, A.E., (1992) J. Org. Chem., 57, pp. 4567-4569 | ||
| 504 | |a Murta, M.M., Azevedo, M.B.M., Greene, A.E., (1993) J. Org. Chem., 58, pp. 7537-7541 | ||
| 504 | |a Krog, H., (1994) Nord. J. Bot., 2, pp. 287-292 | ||
| 504 | |a Bodo, B., Molho, D., (1980) Phytochemistry, 19, pp. 1117-1120 | ||
| 504 | |a Huneck, S., Yoshimura, I., (1996) Identification of Lichen Substances, , Springer-Verlag: Berlin | ||
| 504 | |a Huneck, S., Tonsberg, T., Bohlmann, F., (1986) Phytochemistry, 25, pp. 453-459 | ||
| 504 | |a Barone, V., Cossi, M., Tomasi, J., (1998) J. Comput. Chem., 19, pp. 404-417 | ||
| 504 | |a Hussain, S.A.M.T., Ollis, W.D., Smith, C., Stoddart, J.F., (1975) J. Chem. Soc., Perkin Trans, 1, pp. 1480-1492 | ||
| 504 | |a Kilpatrick, J.E., Pitzer, K.S., Spitzer, R., (1947) J. Am. Chem. Soc., 69, pp. 2483-2488 | ||
| 504 | |a Eliel, E.L., Allinger, N.L., Angyal, S.J., Morrison, G.A., (1981) Conformational Analysis, , American Chemical Society: Washington, DC | ||
| 504 | |a Cremer, D., Pople, J.A., (1975) J. Am. Chem. Soc., 97, pp. 1354-1358 | ||
| 504 | |a French, A.D., Dowd, M.K., Reilly, P.J., (1997) J. Mol. Struct. (THEOCHEM), 395-396, pp. 271-287 | ||
| 504 | |a Gaudemer, A., (1977) Stereochemistry: Fundamentals and Methods, 1, pp. 44-136. , Kagan, H. B., Ed.; Georg Thieme: Stuttgart | ||
| 504 | |a Allinger, N.L., Yuh, Y.H., Lii, J.H., (1989) J. Am. Chem. Soc., 111, pp. 8551-8566 | ||
| 504 | |a Haasnoot, C.A.G., De Leeuw, F.A.A.M., Altona, C., (1980) Tetrahedron, 36, pp. 2783-2792 | ||
| 520 | 3 | |a The γ-butyrolactone acid (1) and two known compounds, (-)-isomuronic acid and the tridepside gyrophoric acid, have been isolated from the lichen Punctelia microsticta. The structure and stereochemistry of compound 1 were determined on the basis of spectroscopic evidence and molecular modeling. Spectroscopic and physical data of 1 and (-)-dihydropertusaric acid, previously isolated from the lichen Pertusaria albescens, showed that both are the same compound, although for the latter the epimeric structure 2 has been proposed. |l eng | |
| 593 | |a Depto. de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Cuidad Universitaria, 1428 Buenos Aires, Argentina | ||
| 593 | |a Depto. de Ciencias Biológicas, Fac. de Ciencias Exactas y Naturales, Cuidad Universitaria, 1428 Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a GAMMA BUTYROLACTONE |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CARBON NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a CHEMICAL STRUCTURE |
| 690 | 1 | 0 | |a LICHEN |
| 690 | 1 | 0 | |a MASS SPECTROMETRY |
| 690 | 1 | 0 | |a MOLECULAR MODEL |
| 690 | 1 | 0 | |a NONHUMAN |
| 690 | 1 | 0 | |a PROTON NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a STEREOCHEMISTRY |
| 690 | 1 | 0 | |a PUNCTELIA MICROSTICTA |
| 700 | 1 | |a González Marimon, D.I. | |
| 700 | 1 | |a Stortz, C.A. | |
| 700 | 1 | |a Adler, M.T. | |
| 773 | 0 | |d 1999 |g v. 62 |h pp. 1565-1567 |k n. 11 |p J. Nat. Prod. |x 01633864 |t Journal of Natural Products | |
| 856 | 4 | 1 | |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-0344210421&doi=10.1021%2fnp990110n&partnerID=40&md5=b20b9b1461e88de47b235dfdab8a55c3 |y Registro en Scopus |
| 856 | 4 | 0 | |u https://doi.org/10.1021/np990110n |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_01633864_v62_n11_p1565_Maier |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v62_n11_p1565_Maier |y Registro en la Biblioteca Digital |
| 961 | |a paper_01633864_v62_n11_p1565_Maier |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 999 | |c 63518 | ||