Diterpenoids (1998)

Hanson, James R.

doi:10.1039/a808395i

Cited by 32 publications

(16 citation statements)

References 169 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…8 Since these diterpenoids consist of a new carbon skeleton, we have proposed the new term of "Vibsane" for diterepenoids possessing a fumulane carbon framework with an additional isoprene unit. 9…”

Section: Vibsane-type Diterpenoidsmentioning

confidence: 99%

“…The formation of the four 7-membered ring vibsanins can be ascribed to the oxy-Cope rearrangement of 1. The major product, vibsanin C (2), and its 5-epimer, 2b, which contains a 8,9 E olefin, are considered to rearrange through the CT and BC conformers, respectively; whereas, 2a and 2c, which contain 8,9 Z olefin, are presumably transformed through the CC and BT conformers, which were found to be within 6 kcal/mol of the global minimum energy by MM2 calculations (Figure 4). Thus, the absolute configuration of the 11-membered ring vibsanin B (1) was completely correlated with that of the 7-membered ring vibsanin C (2) via an oxy-Cope rearrangement.…”

Section: The Stereochemistry Of Vibsanins B (1) and C (2) 11mentioning

confidence: 99%

See 1 more Smart Citation

Chemistry and Biological Activities of Vibsane-Type Diterpenoids

Kubo¹,

Esumi²,

Harada³

et al. 2010

HETEROCYCLES

View full text Add to dashboard Cite

This review focuses on the structural diversity, biological activities and synthesis of vibsane-type diterpenoids. Vibsane-type diterpenoids are considered to be rarely occurring natural products because they have been found exclusively in a few Viburnum species such as V. awabuki, V. odoratissimum, and V. suspensum. These diterpenoids are further classified into 11-membered ring, 7-membered ring, and rearranged (neovibsanin) types, and therefore, their chemical diversity forms a unique chemical library. We describe the absolute stereochemistry of the typical 11-membered ring vibsanins B and F, a variety of vibsane-type diterpenoids, the chemical correlations between the three subtypes, their biological activities, and the synthesis of vibsanin F and neovibsanin B.

show abstract

Section: Vibsane-type Diterpenoidsmentioning

confidence: 99%

Section: The Stereochemistry Of Vibsanins B (1) and C (2) 11mentioning

confidence: 99%

Chemistry and Biological Activities of Vibsane-Type Diterpenoids

Kubo¹,

Esumi²,

Harada³

et al. 2010

HETEROCYCLES

View full text Add to dashboard Cite

show abstract

“…The diterpenes of labdane type have been reported to have broad spectrum of biological activities [68][69][70][71][72].…”

Section: Biological Activitiesmentioning

confidence: 99%

Labdanes of Natural Origin-Biological Activities (1981-2004)

Chinou

2005

CMC

View full text Add to dashboard Cite

Terpenoids is a class of natural compounds found in higher plants, mosses, liverworts, algae and lichens, as well as in insects, microbes or marine organisms. Through centuries many of these compounds have been used as ingredients of perfumes, drugs, narcotics or pigments. Labdanes, belonging to the bicyclic diterpenoids group, have been found as secondary metabolites in tissues of fungi, insects, marine organisms, and in essential oils, resins and tissues of higher plants. The diterpenes of labdane type, have been reported to have broad spectrum of biological activities. In this study, the reported bioactivities and/or uses of them, the last two decades (1981-2004), are selected as an attempt to underline their role in nature.

show abstract

“…Labdane diterpenoids are among the most common types of diterpenes isolated from terrestrial higher plants and sponges (Hanson, 1997(Hanson, , 1998(Hanson, , 1999(Hanson, , 2000(Hanson, , 2001Tanaka, et al, 2001). Many of these terpenoids possess significant pharmacological properties, such as cytotoxic, antibacterial, antifungal, antiinflammatory, analgesic, antitumor and antimutagenic (Ahsan et al, 2003;Itokawa & Morita, 1988;Dimas et al, 1998;Kittakoop et al, 2001;Kubo et al 2003;Minami et al, 2002;Miyazawa et al, 1995).…”

Section: Commentmentioning

confidence: 99%