Novel bibenzyl derivatives and ent-cuparene-type sesquiterpenoids from Radula species
- 31 December 1982
- journal article
- Published by Elsevier BV in Phytochemistry
- Vol. 21 (10), 2481-2490
- https://doi.org/10.1016/0031-9422(82)85245-x
Abstract
Four novel prenyl bibenzyls, perrottetin A–D were isolated from the liverwort Radula perrottetii together with a new sesquiterpene phenol, ent-2, 3-dihydroxycuparene and a prenyl dihydrochalcone, and their structures were determined by spectral methods and chemical transformations. Further investigation of the French species R. complanata resulted in the isolation of four new bibenzyls, 3, 4′-dimethoxybibenzyl, 3,5-dihydroxy-4-(2, 3-epoxy-3-methylbutyl)bibenzyl, radulanin H and radulanolide. R. buccinifera was chemically close to R. complanata. The composition of bibenzyls found in R. perrottetii and R. oyamensis were different from that of the other Radula species referred to in the section Radula. Some prenyl bibenzyls showed antimicrobial activity against Streptococcus aureus (20 μg/ml). The allergenic activity of R. complanata is due to (+)-frullanolide from the liverwort Frullania dilatata which is intermingled in R. complanata.Keywords
This publication has 22 references indexed in Scilit:
- Pinguisane-type sesquiterpenes from Ptilidium pulcherrimumPhytochemistry, 1981
- Mono- and sesquiterpenoids of Conocephalum supradecompositumPhytochemistry, 1981
- Sesquiterpenes from Japanese liverwortsPhytochemistry, 1981
- Aromatic esters and terpenoids of the liverworts in the genera Trichocolea, Neotrichocolea and TrichocoleopsisPhytochemistry, 1981
- Terpenoids and bibenzyls of 25 liverwort Frullania speciesPhytochemistry, 1981
- Sesquiterpenoids of fourteen Plagiochila speciesPhytochemistry, 1980
- New bibenzyls from Radula complanataPhytochemistry, 1978
- New bibenzyls of the liverwort,Radula variabilisCellular and Molecular Life Sciences, 1978
- Seven new bibenzyls and a dihydrochalcone from Radula variabilisPhytochemistry, 1978
- Sesquiterpenes of six Porella species (hepaticae)Phytochemistry, 1976