10179-10-9Relevant academic research and scientific papers
DITERPENE MALONATES AND OTHER TERPENES FROM NARDIA SUCCULENTA AND N. SCALARIS
Langenbahn, Ulrich,Burkhardt, Gunther,Becker, Hans
, p. 1173 - 1180 (2007/10/02)
Nardia succulenta and N. scalaris afforded a series of 12 diterpene malonates: ent-kaur-16-en-15β-yl hydrogen malonate; ent-labda-8(17),13-dien-15-yl hydrogen malonate; bis-ent-kaur-16-en-15β-yl malonate; bis-ent-labda-8(17),13-dien-15-yl malonate; ent-kaur-16-en-15β-yl ent-labda-8(17),13-dien-15-yl malonate; ent-kaur-16-en-15β-yl phytyl malonate; 14-ent-kaur-16-en-14-yl hydrogen malonate; bis-14-ent-kaur-16-en-14-yl malonate; (14R)-ent-kaur-16-en-14-yl phytyl malonate; (14R)-ent-kaur-16-en-14-yl epi-bornyl malonate; ent-kaur-16-en-15-yl epi-bornyl malonate and (14R)-ent-kaur-16-en-14-yl fenchyl malonate; besides (1,2)-bis-nor-phytone and two diastereomeric 3,6-peroxo-cupar-1-enes. Key words: Nardia succulenta; N. scalaris; Jungermanniales; liverworts; kauranes; labdanes; malonates.
BIOTRANSFORMATIOM OF TWO ENT-15β-HYDROXY-KAUR-16-ENE DERIVATIVES BY GIBBERELLA FUJIKUROI
Fraga, Braulio M.,Hernandez, Melchor G.,Gonzalez, Pedro
, p. 3845 - 3850 (2007/10/02)
Incubation of the fungus Gibberella fujikuroi with ent-15β-hydroxy-kaur-16-ene gave ent-11α,15β-dihydroxy-kaur-16-ene, ent-7β,11α,15β-trihydroxy-kaur-16-ene, ent-11α,13,15β-trihydroxy-kaur-16-ene, ent-11α,15β,19-trihydroxy-kaur-16-ene, and ent-11α,14α,15β-trihydroxy-kaur-16-ene, and a mixture of products, which was resolved by acetylation to give ent-11α,14α,15β-triacetoxy-kaur-16-ene and ent-7β,15β,17-triacetoxy-11α,16α-epoxy-kaur-16-ene.The addition of candidiol (ent-15β,18-dihydroxy-kaur-16-ene) gave ent-11α,15β,18-trihydroxy-kaur-16-ene, and a mixture of substances, which was resolved by acetylation to give ent-11β,15β,18-triacetoxy-kaur-16-ene, ent-7β,11α,15β,18-tetraacetoxy-kaur-16-ene and ent-15β,17,18-triacetoxy-11α,16α-epoxykaurane.These results confirm that the presence in ent-kaur-16-ene derivatives of a 15α-hydroxy group inhibits oxidation at C-19 to the acid level.The biotransformation of these compounds may be useful for the synthesis of natural 11β-hydroxy-ent-kaurene analogues. Key Word Index: Gibberella fujikuroi; diterpenes; ent-15β-hydroxy-kaur-16-ene; candidiol; microbiological transformations.
