Roseatoxide and Dihypoestoxide: Additional New Diterpenoids from Hypoestes rosea

Adesomoju, Akinbo A.; Okogun, Joseph I.

doi:10.1021/np50032a012

Cited by 21 publications

(10 citation statements)

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“…Species of the genus Hypoestes are used in fork medicine for the treatment of high blood pressure, cancer, infection vaginitis, and heart diseases, and as antipyretic and antiphlogistic agents . Phytochemically, plants of the genus Hypoestes are rich sources of diterpenoids, which display a variety of bioactivities including anti‐cancer, anti‐inflammatory, antifungal, antiparasitic, and cytotoxic activities . Especially, hypoestoxide, a novel verticillane diterpenoid isolated from Hypoestes rosea , has attracted much attention from biologists and has been reported to exhibit anti‐inflammatory and anti‐cancer activities …”

Section: Introductionmentioning

confidence: 99%

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

Cheng

Ding

Tong

et al. 2018

Chemistry & Biodiversity

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Twelve new ent-labdane diterpenoids, hypofolins A - F (1 - 6) and hypofolins G - L (7a/7b, 8a/8b, and 9a/9b), were isolated from the roots of Hypoestes phyllostachya 'Pink Splash'. Their structures were elucidated by extensive 1D- and 2D-NMR spectroscopic and HR-MS data. The absolute configurations of 1, 2, 5, and 7a/7b were determined by single crystal X-ray diffraction and ECD analysis, as well as chemical transformations. Compounds 7a/7b, 8a/8b, and 9a/9b were isolated as three pairs of interconverting mixture of two isomers between ketone and hemiketal types. Compound 1 showed weak cytotoxicity against SMMC-7721 cell line with IC value of 31.40 μm.

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Section: Introductionmentioning

confidence: 99%

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

Cheng

Ding

Tong

et al. 2018

Chemistry & Biodiversity

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“…The genus Hypoestes (Acanthaceae) comprises 40 species of woody-based evergreen perennial shrubs and subshrubs . Apart from being used for ornamental purposes due to their attractive flowers and aesthetic appeal, different ethnic groups use the various parts of Hypoestes plants for the treatment of ailments that include gonorrhea, hepatitis, high blood pressure, worm infestations, and fungal, skin, chest, and heart diseases. − Phytochemical investigations of the genus have led to the isolation of secondary metabolites that include diterpenoids, triterpenoids, lignans, and a few alkaloids. ,,,− The isolated compounds exhibit biological activities such as vasorelaxation, , cytotoxicity against cancer cell lines, ,, antiprotozoal activity, antifungal activity, and inhibition of acetylcholine esterase. , Although the genus has proven to be a potential source of bioactive compounds, only a few species have been investigated phytochemically.…”

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confidence: 99%

Bioactive Lignans from Hypoestes aristata

et al. 2020

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Phytochemical investigation of extracts of the stems of Hypoestes aristata led to the isolation of nine lignans that included four known compounds, namely, hinokinin (1), savinin (2), medioresinol (3), and two cubebins (8a,b), three new butyrolactone lignans (4−6), and butyrolactol lignans 7a−c. The structures of the new compounds were established using 1D and 2D NMR and HRESIMS data. The absolute configurations of the new lignans were determined from their ECD data and the Mosher's ester method. This is the first unequivocal assignment of the absolute configuration at C-7 and C-7′ of 7-and 7′hydroxybutyrolactone lignans. The compounds were screened for inhibition of an HIV-1 protease enzyme, and compounds 1 and 6 exhibited moderate activity in this regard.

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“…rosea Whole plant [19] (þ)-(1S,11S,12S)-verticilla-3,7-dien-12-ol (3), which was later isolated also from liverwort Jackiella javanica along with other eight analogues 5 -12 [12] [13] [18]. In 2005, five verticillane diterpenes, 13 -17, along with 4 were isolated from the stems of Bursera suntui and B. kerberi [7].…”

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confidence: 99%

“…In 2005, five verticillane diterpenes, 13 -17, along with 4 were isolated from the stems of Bursera suntui and B. kerberi [7]. Besides the verticillane diterpenes 1 -17, a ,7E )-2a,10b-Diacetoxy-5a,13a,20-trihydroxy-3,8-secotaxa-3,7,11-trien-9-one 63 T. chinensis Leaf [33] (3E,7E )-2a,10b,13a-Triacetoxy-5a,20-dihydroxy-3,8-secotaxa-3,7,11-trien-9-one 64 T. chinensis Leaf [33] verticillane dimer, dihypoestoxide (18), was isolated from hexane extracts of Hypoestes rosea [19].…”

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confidence: 99%

“…2 and 3). (5) as broad singlet and of HÀC (10) as singlet (HÀC (10) showed long-range coupling with Me (18) and Me (19)), other oxygenated H-atoms resonated as doublets (HÀC(20a), HÀC(20b), HÀC(3), HÀC (7), and HÀC (13)) or doublet of doublets (HÀC (2)). Interestingly, a cinnamoyloxy or Winterstein-group substituent at C(5) will shift the signal of HÀC (10) downfield to ca.…”

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confidence: 99%

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