Lobophytum

Matthie. G.F. Konig, G.M. Wright, A.D. (1998) Three new diterpenes from the marine soft coral Lobophytum crassum. J. Nat. Prod., 61, 237-40. 

Class Subclass Order Suborder Family Genus Lithophyton Lobophytum Minabea Paraerythropodium Sarcophyton Sinularia... 

Leone, P. A., Bowden, B. F., Carroll, A. R., and Coll, J. C., Chemical consequences of relocation of the soft coral Lobophytum compactum and its placement in contact with the red alga Plocamium hamatum, Mar Biol., 122, 675, 1995. 

Sarcophytonin B (67) was first isolated from Sarcophyton spp. by Kobayashi and Hirase in 1990. cis- and trarw-Cembranolides were isolated from Sinularia mayi by Uchio et al. (Scheme 6-33). and from Lobophytum michaelae by Coll et al. Cembranolides were assumed to be logical biosynthetic precursors of sarcophytonin B. Several syntheses of the cembranolides and sarcophytonin B (67) have been reported. 

A n.m.r. study of the 14-membered ring diterpenoids has been published. The Coelenterata have been the source of a number of macrocyclic diterpenoids. The cembranolides of marine origin have been reviewed. The structure (96) of a new sinulariolide, from Sinularia notanda, is also reported in this review. The soft coral Lobophytum crassum afforded (97)/ which is an isomer of lobophytolide, and crassolide (98). The keto-epoxide (99) and the 13-membered ring-contraction product (100) were obtained from another Lobophytum species. 

Of the soft corals present on the coral reefs of Kwazulu-Natal and southern Mozambique, three genera, Sinularia, Sarcophyton and Lobophytum predominate [90], Two soft corals, Sinularia dura (Family Alcyoniidae) and a Nephthea sp. (Family Nephtheidae) collected in Sodwana Bay yielded four tetraprenyl-toluquinols (116 - 119) [104]. The... 

An example finite-length NMR spectrum is shown in Fig. 4. The example chosen here consists of N = 512 discrete sample values, a subset of a raw soft lobophytum compactum coral spectrum containing isolobophytolide. 

Fig. 4 Example finite-length partial NMR spectrum of lobophytum compactum coral...

Cembranolide, a diterpene, is unique in that it is the only FPTase inhibitor isolated from a marine specimen, Lobophytum cristagalli (Order Alcyonacea, Family Alcyoniidae), that was collected at a 15m depth from Seychelles Island. The compound was isolated by silica gel chromatography followed by reverse phase HPLC and the structure of this 14/5-bicyclic diterpenoid (Figure 24) was elucidated by NMR and confirmed by X-ray crystallography [115]. 

Many cembranoid diterpenoids have been isolated from corals. Sarcophytol-A (66), its acetate, sarcophytol-B (67), and sarcophytonin A (68) have been iso-lated from the soft coral Sarcophyton glaucum and some epoxycembranes (69) and (70) (sarcophine) were obtained from S. crassocaule. Extraction of Lobophytum crassospiculatum yielded a further group of cembranolides. A... 

SPECTRAL DATA UV, IR, PMR, Mass Spec organism Lobophytum cristagalli von Marenzeller (Coelenterata) reference 413... 

Tursch B, Braekman JC, Daloze D, Dedeurwaerder H, Karlsson R (1978) Chemical studies of marine invertebrates. XXXI(l). Crassolide, a highly oxygenated diterpene from the soft coral lobophytum crassum. (Coeltmterata, Octocorallia, Alcyonacea). Bull Soc Chim Beiges 87 75... 

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