Eight new diterpenoids from soft coral Cespitularia hypotentaculata

Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata

“…The configuration of compound 1 was determined by NOESY correlations and the Mosher’s ester method. It was assumed that compound 1 has the same absolute configuration at C-1 as naturally-occurring verticillene diterpenoids, such as cespitulactams, cespitularines, and toxoids [ 10 , 12 , 13 ]. NOESY ( Figure 2 ) correlations of H-1/Me-16, Me-17 and H-7/ Me-17 indicated the β-orientation of Me-16 and Me-17.…”

“…Soft corals of the genus Cespitularia produce various types of terpenoids such as cembranes, neodolabellanes, cespitularanes, and verticillanes [ 4 , 5 , 6 , 7 , 8 ]. These compounds are reported to demonstrate cytotoxic and immune-modulatory activities [ 9 , 10 , 11 , 12 , 13 , 14 ]. In our continuous research of Taiwanese soft corals, a series of nor-verticillenes and nitrogen-containing verticillanes from C. taeniata were isolated and reported [ 10 , 11 ].…”

“…These compounds are reported to demonstrate cytotoxic and immune-modulatory activities [ 9 , 10 , 11 , 12 , 13 , 14 ]. In our continuous research of Taiwanese soft corals, a series of nor-verticillenes and nitrogen-containing verticillanes from C. taeniata were isolated and reported [ 10 , 11 ]. Those findings impel us to further investigate this benthos.…”

New verticillane diterpenoids from Cespitularia taeniata

“…The soft coral of the genus Cespitularia (Xeniidae) afforded a variety of bioactive natural products such as diterpenoids with cembrane [2], neodolabellane [3], cespitularane [4], cespitulactones [5], cespitulactams [6], norverticillane, and verticillane [7] skeletons. Also, it was reported that this type of diterpenes possess cytotoxicity against several cancer cell lines [10] [6], and immunomodulatory [4] and antibacterial activities [8]. Also, it was reported that this type of diterpenes possess cytotoxicity against several cancer cell lines [10] [6], and immunomodulatory [4] and antibacterial activities [8].…”

“…Recently, we reported that verticillene (bicyclic [9.3.1] diterpenes) and norverticillene (C 19 norditerpene) skeletons are derived from geranylgeranyl pyrophosphate and (1S)verticillene, respectively [8], and they are similar to taxane diterpenes isolated from various species of terrestrial Taxus trees [9]. The previous phytochemical investigations of the Taiwanese soft coral Cespitularia hypotentaculata have led to the isolation of several bioactive metabolites, such as cespihypotins A -Z [4] [11 -13], cespihypotone [7], cespitularins A -H [10], cespitularins I -Q, cespitolide, 3b,11dihydroxy-5b,6b-epoxy-9,11-secocholestan-9-one, and 3b,11-dihydroxy-5b,6b-epoxy-9,11-secogorgostan-9-one [14]. The previous phytochemical investigations of the Taiwanese soft coral Cespitularia hypotentaculata have led to the isolation of several bioactive metabolites, such as cespihypotins A -Z [4] [11 -13], cespihypotone [7], cespitularins A -H [10], cespitularins I -Q, cespitolide, 3b,11dihydroxy-5b,6b-epoxy-9,11-secocholestan-9-one, and 3b,11-dihydroxy-5b,6b-epoxy-9,11-secogorgostan-9-one [14].…”