Hypophyllins A–D, Labdane-Type Diterpenoids with Vasorelaxant Activity from Hypoestes phyllostachya “Rosea”

Abstract

Three rearranged labdane-type diterpenoids, hypophyllins A-C (1-3), and a caged labdane diterpenoid possessing a 8,9-dioxatricyclic[4.2.1.1]decane moiety, hypophyllin D (4), as well as two new biogenetically related diterpernoids, hypophyllins E (5) and F (6), were isolated from the aerial parts of Hypoestes phyllostachya "Rosea". The absolute configurations of 1-4 were determined by X-ray diffraction analysis. The plausible biogenetic pathway for 1-4 was also proposed. Compounds 4 and 5 showed potent vasorelaxant activity on endothelium-intact thoracic aorta rings precontracted with KCl.

Protostane‐Type Triterpenoids from Alisma orientale

“…Two protostane triterpenoids, alismalactone 23‐acetate and alismaketone‐A 23‐acetate, were reported to possess vasorelaxant activity previously . As our continuation of searhing for natural products to treat hypertension, the vasorelaxant effects on endothelium‐intact thoracic aorta rings precontracted with KCl for compounds 1 – 28 were evaluated. As a result ( Figure ), compound 28 exhibited significant vasorelaxant activity at 100 μ m with the maximum relaxant values of 31.58 ± 3.08% at 30 min and 53.04 ± 7.27% at 60 min, respectively.…”

A Review of Traditional Uses, Phytochemicals and Bioactivities of the Genus Hypoestes.

“…Mothana et al 2009;2014; In Madagascar and Saudi Arabia, it is used to treat heart disease and hypertension. Wu et al 2016 Among the Marakwet, it is used as a pesticide.…”

“…The fascinating structures of hypophyllins will attract great interest for synthetic and biosynthetic communities. In addition, hypophyllins D (4) and E (5) also exhibited potent vasorelaxant activity, which made them promising lead compounds for the treatment of hypertension, heart disease, and stroke (Wu et al, 2016).…”

Hypofolins A – L, ent‐Labdane Diterpenoids from the Roots of Hypoestes phyllostachya ‘Pink Splash’

“…H. phyllostachya are an economically important horticultural plant, which has many different cultivars with ovate leaves marked with pink, white, or red spots . Our previous chemical study on the aerial parts of H. phyllostachya ‘Rosea’ (one of cultivars of H. phyllostachya ) led to the isolation of six labdane diterpenoids with potent vasorelaxant activity on endothelium‐intact thoracic aorta rings precontracted with KCl .…”

“…[7 -9] H. phyllostachya are an economically important horticultural plant, which has many different cultivars with ovate leaves marked with pink, white, or red spots. [16] [17] Our previous chemical study on the aerial parts of H. phyllostachya 'Rosea' (one of cultivars of H. phyllostachya) led to the isolation of six labdane diterpenoids with potent vasorelaxant activity on endothelium-intact thoracic aorta rings precontracted with KCl. [17] In continuation of our research for structurally novel and biologically active constituents from this species, twelve new terpenoids, hypofolins A -F (1 -6) and hypofolins G -L (7a/7b, 8a/8b, and 9a/ 9b), were isolated from the roots of H. phyllostachya 'Pink Splash'.…”