Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate
The 6alpha,7beta-dihydroxyvouacapan-17beta-oic acid (1) and methyl 6alpha,7beta-dihydroxyvouacapan-17beta-oate (2) are natural products isolated from the hexane extract of Pterodon polygalaeflorus Benth fruits. Here we describe the preparation and characterization by infrared and nuclear magnetic re...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Sociedade Brasileira de Química
2004-01-01
|
| Series: | Journal of the Brazilian Chemical Society |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200010 |
| _version_ | 1818928559568191488 |
|---|---|
| author | Rubinger Mayura M. M. Castelo-Branco Pedro de A. Guilardi Silvana Souza Elysângela M. R. Gambardella Maria T. do P. Borges Eduardo E. L. Ferreira-Alves Dalton L. Piló-Veloso Dorila |
| author_facet | Rubinger Mayura M. M. Castelo-Branco Pedro de A. Guilardi Silvana Souza Elysângela M. R. Gambardella Maria T. do P. Borges Eduardo E. L. Ferreira-Alves Dalton L. Piló-Veloso Dorila |
| author_sort | Rubinger Mayura M. M. |
| collection | DOAJ |
| description | The 6alpha,7beta-dihydroxyvouacapan-17beta-oic acid (1) and methyl 6alpha,7beta-dihydroxyvouacapan-17beta-oate (2) are natural products isolated from the hexane extract of Pterodon polygalaeflorus Benth fruits. Here we describe the preparation and characterization by infrared and nuclear magnetic resonance spectroscopy, and by elemental analysis of the novel derivative methyl 6alpha,7beta-thiocarbonyldioxyvouacapan-17beta-oate (5), from the ester 2. The structure of compound 5 was determined by X-ray diffraction. At the concentration of 100 ppm, this compound inhibited the radicle growth of Sorgum bicolor L. (-28%) and showed no significant effect on Cucumis sativus L.. |
| first_indexed | 2024-12-20T03:30:50Z |
| format | Article |
| id | doaj.art-c7927f7025b342c884dc3e3040f82c55 |
| institution | Directory Open Access Journal |
| issn | 0103-5053 |
| language | English |
| last_indexed | 2024-12-20T03:30:50Z |
| publishDate | 2004-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Journal of the Brazilian Chemical Society |
| spelling | doaj.art-c7927f7025b342c884dc3e3040f82c552022-12-21T19:54:59ZengSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society0103-50532004-01-01152219223Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oateRubinger Mayura M. M.Castelo-Branco Pedro de A.Guilardi SilvanaSouza Elysângela M. R.Gambardella Maria T. do P.Borges Eduardo E. L.Ferreira-Alves Dalton L.Piló-Veloso DorilaThe 6alpha,7beta-dihydroxyvouacapan-17beta-oic acid (1) and methyl 6alpha,7beta-dihydroxyvouacapan-17beta-oate (2) are natural products isolated from the hexane extract of Pterodon polygalaeflorus Benth fruits. Here we describe the preparation and characterization by infrared and nuclear magnetic resonance spectroscopy, and by elemental analysis of the novel derivative methyl 6alpha,7beta-thiocarbonyldioxyvouacapan-17beta-oate (5), from the ester 2. The structure of compound 5 was determined by X-ray diffraction. At the concentration of 100 ppm, this compound inhibited the radicle growth of Sorgum bicolor L. (-28%) and showed no significant effect on Cucumis sativus L..http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200010Vouacapane derivativesplant growth regulationcrystal structure determination |
| spellingShingle | Rubinger Mayura M. M. Castelo-Branco Pedro de A. Guilardi Silvana Souza Elysângela M. R. Gambardella Maria T. do P. Borges Eduardo E. L. Ferreira-Alves Dalton L. Piló-Veloso Dorila Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate Journal of the Brazilian Chemical Society Vouacapane derivatives plant growth regulation crystal structure determination |
| title | Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate |
| title_full | Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate |
| title_fullStr | Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate |
| title_full_unstemmed | Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate |
| title_short | Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6a,7b-thiocarbonyldioxyvouacapan-17 b-oate |
| title_sort | preparation x ray structural studies and plant growth regulatory activity of methyl 6a 7b thiocarbonyldioxyvouacapan 17 b oate |
| topic | Vouacapane derivatives plant growth regulation crystal structure determination |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200010 |
| work_keys_str_mv | AT rubingermayuramm preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT castelobrancopedrodea preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT guilardisilvana preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT souzaelysangelamr preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT gambardellamariatdop preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT borgeseduardoel preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT ferreiraalvesdaltonl preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate AT pilovelosodorila preparationxraystructuralstudiesandplantgrowthregulatoryactivityofmethyl6a7bthiocarbonyldioxyvouacapan17boate |