Sesquiterpenoids from Hedychium yunnanense and Porana discifera, and the structural revision of two sesquiterpenoids from Laggera pterodonta

Abstract

A new eudesmane-type sesquiterpenoid, hedytriol (1), was isolated from Hedychium yunnanense (Zingiberaceae). By means of chemical and spectroscopic methods, the structure of 1 was determined as ( - )-7aH-eudesmane-1beta, 4alpha, 11-triol. A new ent-eudesmane sesquiterpenoid, disciferitriol (2), was isolated from Porana discifera (Convolvulaceae), which was exactly the enantiomer of hedytriol (1). The structures of pterodondiol (3a) and pterodontriol B (3), previously isolated from Laggera pterodonta, were revised on the basis of X-ray diffraction, as well as chemical transformations.

Cytotoxic and Antioxidant Compoundsfrom the Stem Bark of Goniothalamus tapisoides Mat Salleh

“…Thus, taking into consideration all the NMR data and analyses, the structure of tapisoidin ( 5 ) was elucidated as illustrated in Figure 1 . Identification of the known compounds was done by comparison of 1 H- and 13 C-NMR data with reported values [ 13 , 14 , 15 , 16 , 17 , 18 ].…”

Labdane‐type diterpenes from Hedychium gardnerianum with potent cytotoxicity against human small cell lung cancer cells

“…Several species of Hedychium are used widely in traditional medicine; for example, the treatment of skin diseases, stomach ailments, analgesic, anti-infl ammatory, antimicrobial, antirheumatic, cough and apoplexy (Xiao et al, 2001;Matsuda et al, 2002). Previous phytochemical studies on Hedychium species have led to the isolation of several labdane-type diterpenes and some of them displayed cytotoxicity against various cancer cells (Itokawa et al, 1988a;1988b;Singh et al, 1993;Nakatani et al, 1994;Jung et al, 1998;Morikawa et al, 2002;Mooi et al, 2003;Zhao et al, 2003;Zhu et al, 2007;Chimnoi et al 2008;Reddy et al, 2009). Hedychium gardnerianum Roscoe, commonly known as Khing-Pa (Thai name) is a perennial deciduous plant growing widely at altitude of 1100-1500 m in the northern part of Thailand.…”

Two New Sesquiterpenes from Sarcandra Glabra

“…The 1 H and 13 C NMR data of 1 were first assigned by comparison of them with those of 8β,9α-dihydroxylinden-4,7(11)-dien-8α,12-olide [3] Moreover, the stereochemistry of 2 was assigned by comparison of its 13 C NMR spectroscopic data with those of similar reported compounds and by a NOESY experiment. The carbon chemical shift of C-4 (δ 22.49) for 2 was similar to that of (−)-7αH-eudesmane-1β,4α,11-triol at δ 23.4 [6], suggesting α-orientation of the hydroxyl group at C-4, which was confirmed by NOESY correlation between the methyl protons H-14 (δ 0.88) and H-15 (δ 1.11). In addition, the spatial proximities were observed between H-1 (δ 3.30) and H-5 (δ 1.68) and H-5 with H-12 (δ 1.24), indicating the two hydroxyl groups at C-1 and C-7 were both β-oriented.…”