Diterpenoids from Saliva plebeia R. Br. and Their Antioxidant and Anti-Inflammatory Activities

Abstract

Abstract:A new skeleton of diterpenoid, 1,2,3,4,4α,9,10,10α-octahydro-(4α-hydroxyymethyl) -1,1-dimethyl-9-(1-methylethyl)-(2S,3S,4αR,9R,10αS)-2,3,5,7-phenanthrenetertrol, named plebeianiol A (1), along with four known diterpenoids (2-5), were isolated from Salvia plebeia R. Br. Their structures were determined on the basis of spectral analysis. In the bioactivity tests, compounds 1, 2 and 5 showed 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities with IC50 values of 20.0-29.6 µM. In addition, these three compounds had significant inhibitory effects on reactive oxygen species (ROS) production in lipopolysaccharide (LPS)-induced macrophages. Compounds 1-3 inhibited nitric oxide (NO) production in LPS-induced macrophages with IC50 values of 18.0-23.6 µM. These results showed that compounds 1, 2 had significant antioxidant and anti-inflammatory activities and might provide basis for the treatment of diseases associated with oxidative lesions and inflammation.

New Eudesmane Sesquiterpenoids from Salvia plebeia R. Br.

“…Eudesmane‐12,8‐lactams were extremely rare in nature, being described so far only few such compound had been obtained from Curcuma phaeocaulis . Meanwhile, only a few eudesmane‐12,8‐olides were reported from the genus of Salvia . This work revealed the existence of eudesmane‐12,8‐lactam from Salvia genus for the first time.…”

“…[16] Meanwhile, only a few eudesmane-12,8-olides were reported from the genus of Salvia. [9][12] [13] [17] This work revealed the existence of eudesmane-12,8-lactam from Salvia genus for the first time. Compounds 1 -3 were tested for antiproliferative activities against myeloid leukemia cell lines K562, U937, and oci-ly1.…”

“…Meanwhile, an additional methoxy group at d(C) 48.3 was observed in 3. The HMBC correlation from d(H) 1.17 (Me(14)) to d(C) 73.7 (C(9)), together with the chemical shift of C(9) revealed the presence of a hydroxy at C (9). Location of the methoxy at C(8) was determined by HMBC correlation from d(H) 3.08 (Me(1″)) to d(C) 91.9 (C(8)).…”

“…Phytochemical studies of S . plebeia revealed the presence of terpenoids, flavonoids and lignans in the plant. Here we describe the isolation and structure elucidation of three new endesmane sesquiterpenoids, named salplebeones A – C ( 1 – 3 ).…”

“…[3 -6] Salvia plebeia R. BR has traditionally been used as folk medicine for its hemogenetic, hemostatic, antioncotic, and anti-inflammatory effects. [7] Phytochemical studies of S. plebeia revealed the presence of terpenoids, [2][8] [9] flavonoids [10] and lignans [11] in the plant. Here we describe the isolation and structure elucidation of three new endesmane sesquiterpenoids, named salplebeones A -C (1 -3).…”