Abietane Diterpenoids from the Roots of some MexicanSalvia Species (Labiatae): Chemical Diversity, Phytogeographical Significance, and Cytotoxic Activity

Abstract

From the roots of some Mexican Salvia species, classified in subgenus Jungia, several diterpenoids belonging to abietane (i.e., 3-7), salvifolane (9-->20,10-->6)-diabeoabietane) (i.e., 2), and totarane (i.e., 10) carbocyclic skeletons were isolated together with two 20-nor- and one 6,7-secoabietane derivatives, 1 and 9, and 8, respectively. While compounds 2-10 were previously known from different sources, compound 1 is a new 20-norabietane derivative, whose structure was deduced by spectroscopic means and confirmed by X-ray-diffraction analysis. The phytogeographical significance of the distribution of 20-norabietanic diterpenoids in the genus suggested an evolutionary link between the Chinese and New-World Salvias. Compounds 2 and 8 were tested for cell-growth inhibition activity against several human cancer cell lines and human normal lymphocytes, while 2 showed a moderate cytotoxic activity, 8 exhibited a moderate yet selective activity against leukemia cell line.

Antiproliferative activity of selected medicinal plants of Jordan against a breast adenocarcinoma cell line (MCF7)

“…Among these active plant species the genus Salvia has been investigated for cytotoxic activities on cultures of different human tumor cell lines using crude extracts, oily fractions or isolated compounds [24][25][26]. In a recent study Fiore et al demonstrated antiproliferative activity for S. dominica, collected from Jordan, against colorectal adenocarcinoma, choriocarcinoma, prostate adenocarcinoma, B lymphoblast, glioblastoma and endometrium adenocarcinoma cell lines [27].…”

Structure, Absolute Configuration, and Antiproliferative Activity of Abietane and Icetexane Diterpenoids from Salvia ballotiflora

“…Labdane, pimarane, kaurane, totarane, clerodane, and abietane diterpenoids have been described for the genus [ 3 , 4 , 5 , 6 , 7 , 8 , 9 ]. In addition, several rearranged pimarane, abietane, and clerodane diterpenoids have been isolated from Salvia species [ 9 , 10 , 11 ]. Interesting biological activities such as cytotoxic, antiprotozoal, antioxidant, anti-inflammatory, insect anti-feeding, and psychotropic activities have also been documented for some of the diterpenoids isolated from these plants [ 2 , 12 ].…”

“…Previous work on several populations of Salvia ballotiflora indicated that this species produced an interesting array of icetexane and abietane diterpenoids. Several members of this type of diterpenoids have been targeted for synthetic work due to their structural features and the biological activity exhibited by some icetexanes [ 16 , 17 , 18 , 19 , 20 ] as anti-proliferative activity, in vitro, against some human cancer cell lines [ 9 , 11 , 21 ]. On this issue, while the aqueous-methanolic extract of S. ballotiflora displayed cytotoxicity to Vero cells [ 22 ], the icetexane derivatives isolated from the chloroform extract of the same species showed cytotoxic activity, with 19-deoxyicetexone [ 23 ] being the most active compound against the HeLa cervical cancer cell line [ 21 ].…”

Rearranged Clerodane and Abietane Derived Diterpenoids from American Salvia Species

“…In a recent paper regarding the synthesis of several icetexane diterpenoids this fact has been addressed [51]. Salviasperanol (65), is an icetexane diterpenoid originally isolated from the roots of Salvia aspera M. Cariocal (66) is a 6,7-seco-abietane derivative isolated originally from Coleus barbatus [52] and recently from the roots of S. aspera and S. anastomosans [14]. Compound (66) constitutes the first example of such a rearranged abietane derivative isolated from a Salvia species belonging to Jungia Subgenus.…”