Polyhydroxyserratane triterpenoids from Diphasiastrum complanatum

Cytotoxic Serratane Triterpenes fromDiphasiastrum complanatumwith a Hydroxy Group at C-27

“…2. Two methyl signals of 1 [δ C = 21.1 (C-23) and 23.8 (C-30)] were shifted upfield by 5-8 ppm relative to serratenediol and 21-epi-serratenediol [18], indicating that two CH 2 OH groups were located at C-24 and C-29 [11]. In the ROESY, strong correlations of H 2 -24 with Me-25 and H 2 -29 with Me-28 confirmed the positions of the CH 2 OH groups.…”

“…Serratane represents a unique family of pentacyclic triterpenoids possessing seven to five tertiary methyl groups and a central sevenmembered ring C. Serratane triterpenes can be classified into four subclass structures according to the location of the double bond, which are a) double bond at C-14,15; b) double bond at C-13,14; c) double bond at C-14,15 oxidized to hydroxy group or oxygen bridge; d) double bond at C-13,14 oxidized to hydroxy group or oxygen bridge. Recently, we studied the biologically active constituents of Phlegmariurus squarrosus [9], Lycopodium japonicum [10] and D. complanatum [11]. Further investigation of the active components of D. complanatum (Lycopodiaceae) led to isolation and identification of four new serratane triterpenes with a hydroxy group at C-27.…”

New Serratene Triterpenoids from Palhinhaea cernua and Their Cytotoxic Activity

“…This group of triterpenoids was mainly discovered from plants belonging to the Pinaceae, Huperziaceae, and Lycopodiaceae families, together with a few other plant species, e.g., Primula rosea [4], Imperata cylindrical [5], Polypodium vulgare [6], and Lemmaphyllum microphyllum [7]. Recently, we have studied several plants of the Lycopodiaceae family and revealed some new serratene-type triterpenoids from those species [8][9][10][11]. Palhinhaea cernua, a typical pteridophyte of the Lycopodiaceae family, has been used as a traditional Chinese folk medicine for centuries to treat rheumatism, whooping coughs, hepatitis, nephrolith, and others [12].…”

Serratene Triterpenoids from Palhinhaea cernua var. sikkimensis

“…1,2) Serratene is a unique family of pentacyclic triterpenoids possessing seven to five tertiary methyl groups and a central seven-membered ring C. Some of the serratenes possessed important pharmacological activities, such as antitumor promotion: 3b-methoxyserrat-14-en-21b-ol, 13a,14a-epoxyserratan-3b,21b-diol, 13a,14a-epoxyserratan-3a,21b-diol 3) and inhibition Candida albicans secreted aspartic proteases: lycernuic acid C. 4) In continuation of our studies on other species of Lycopodiaceae, we investigated the traditional Chinese herb Palhinhaea cernua var. sikkimensis, which is used in the treatment of arthritic pain, quadriplegia, and contusion in folk medicine.…”