14140-76-2

Upstream product

• 469-86-3 phyllocladene 
• 13850-19-6 (8β,13β)-kaur-16-ene 
• 14140-74-0 15.16-Epoxy-kauran 
• 14140-75-1 ent-kaur-16-en-15-one 
• 14140-74-0 15.16-Epoxy-kauran 
• 511-85-3 ent-isokaur-15-ene 
• 469-85-2 kaurene 
• 145224-55-1 ent-19-chloro-kaur-16-ene 
• 145224-54-0 ent-15β-hydroxy-18-chloro-kaur-16-ene 
• 511-85-3 isophyllocladene 
• 19269-65-9 15.16-Epoxy-phyllocladan 
• 30271-14-8 candidiol diacetate 
• 145224-51-7 ent-15β-acetoxy-18-hydroxy-kaur-16-ene 
• 145224-53-9 ent-15β-acetoxy-18-chloro-kaur-16-ene 

Downstream Products

• 4627-79-6 Phylloclad-15-en-17-ol 

Relevant academic research and scientific papers

BIOTRANSFORMATIOM OF TWO ENT-15β-HYDROXY-KAUR-16-ENE DERIVATIVES BY GIBBERELLA FUJIKUROI

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.

DITERPENE MALONATES AND OTHER TERPENES FROM NARDIA SUCCULENTA AND N. SCALARIS

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.