Two labdane diterpenoids and a seco-tetranortriterpenoid from Turreanthus africanus

Tane, Pierre; Akam, Mac Thomas; Tsopmo, Apollinaire; Ndi, Chi P.; Sterner, Olov

doi:10.1016/j.phytochem.2004.10.007

Cited by 33 publications

(29 citation statements)

References 8 publications

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“…The results showed that compounds 1−22 exhibited inactivation effects at 50 μg/mL against tobacco mosaic virus (TMV) replication ranging from 21.2% to 98.2%. Compounds 2, 8,9,10,11,12,18, and 20 showed greater inhibition rates than that of the positive control, ningnanmycin (58.9%). The effects of compounds 1−22 at a concentration of 200 μg/mL were tested, and the results showed that all of the compounds exhibited inhibitory activities against TMV.…”

Section: ■ Results and Discussionmentioning

confidence: 88%

“…The effects of compounds 1−22 at a concentration of 200 μg/mL were tested, and the results showed that all of the compounds exhibited inhibitory activities against TMV. At this same concentration, compounds 2, 8,9,11,12,16, and 18 showed the most potent antiviral activities. In addition, the protective effects of all the compounds were also evaluated at a concentration of 200 μg/mL.…”

Section: ■ Results and Discussionmentioning

confidence: 90%

“…All compounds were evaluated for their antitobacco mosaic virus (TMV) activity and in vitro cytotoxicity against the human cancer HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines. Among them, compounds 2,8,9,10,11,12,18, and 20 showed significant anti-TMV activity, with IC 50 values in the range 19.6−44.4 μg/mL. Compounds 1 and 18 exhibited cytotoxic effects for all five cancer cell lines, with IC 50 values between 0.4 and 4.8 μM.…”

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confidence: 99%

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Bioactive Limonoid Constituents of Munronia henryi

et al. 2015

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Fourteen new limonoids, munronins A-N (1-14), and eight known limonoids (15-22) were isolated from the whole plants of Munronia henryi. The structures of the new compounds were elucidated by 2D NMR spectroscopy and mass spectrometry, and the structure of 8 was confirmed by single-crystal X-ray diffraction analysis. Compound 1 represents the first limonoid found with a novel 7-oxabicyclo[2.2.1]heptane moiety produced by incorporating C-11 and C-14 via an oxygen atom. All compounds were evaluated for their anti-tobacco mosaic virus (TMV) activity and in vitro cytotoxicity against the human cancer HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines. Among them, compounds 2, 8, 9, 10, 11, 12, 18, and 20 showed significant anti-TMV activity, with IC50 values in the range 19.6-44.4 μg/mL. Compounds 1 and 18 exhibited cytotoxic effects for all five cancer cell lines, with IC50 values between 0.4 and 4.8 μM.

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Section: ■ Results and Discussionmentioning

confidence: 88%

Section: ■ Results and Discussionmentioning

confidence: 90%

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confidence: 99%

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Bioactive Limonoid Constituents of Munronia henryi

et al. 2015

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“…seco-Labdane (256) was found with the same skeleton with leosibiric acid B, which was isolated from Ballota aucheri (Rustaiyan et al 1995). 12,15-epoxylabda-8(17),12,14-trien-16-al (257), isolated from the seeds of Turreanthus africanus, contains a formyl group on the furan ring, which is rare in naturally occurring furanoditerpenoids (Tane et al 2004). Limbatenolide D (258) was isolated from Otostegia limbata, which composes of a seven-membered ring C through direct connection between C-16 and C-17 (Farooq et al 2007).…”

Section: Type Icmentioning

confidence: 99%

Naturally occurring furanoditerpenoids: distribution, chemistry and their pharmacological activities

et al. 2016

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Furanoditerpenoids are a special group of diterpenoids composing of one or more furan rings, which are rarely found in nature. This review aims to survey the various naturally occurring furanoditerpenoids and their pharmacological activities. A fairly large number of furanoditerpenoids have been reported from the families Euphorbiaceae, Fabaceae and Lamiaceae, and a few ones from the families Asteraceae, Codoniaceae, Dioscoreaceae, Fossombroniaceae, Jamesoniellaceae, Meliaceae, Menispermaceae, Olacaceae, Psathyrellaceae, Sapindaceae and Scapaniaceae. Their distribution correlates strongly with the taxonomic divisions. Most of these plants are widely used in traditional medicines, and furanoditerpenoids have therefore been disclosed with a wide range of bioactivities including anti-cancer, antiinflammation and anti-microorganism. To structure this review, the furanoditerpenoids were classified into seven types, including clerodane-type (Type I), labdane-type (Type II), cassane-type (Type III), abietane-type (Type IV), spongian-type (Type V), prenylbisabolane-type (Type VI) and miscellaneous type (Type VII). On the basis of 170 references, this review covers the distribution, phytochemistry, synthesis and pharmacological activities of furanoditerpenoids, describing 444 compounds. The information provided in this review might shed light on further research and development of furanoditerpenoids as potential therapeutic agents.

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“…This tree has a higher economic value as timbers and is also used for the treatment of diseases such as asthma, stomachache, intestinal worms, and inflammatory diseases [3]. Previous phytochemical studies carried out on stem barks and seeds of Turraeanthus africanus have led to the isolation and characterization of several secondary metabolites belonging to the diterpenes, triterpenes, limonoids, and alkaloids [4,5]. Some of these compounds exhibited interesting biological activities [6].…”

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Anticoccidial constituents from the stem bark of Turraeanthus africanus

Vardamides

Alaoui²,

Massoma

et al. 2008

Chem Nat Compd

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In order to study some biological active products, phytochemical investigation of the stem bark of Turraeanthus africanus have led to the isolation of a novel compound 1, a new benzoic acid derivative, named turraeanthin C, and two known compounds sesamin (2) and stigmasterol. The structures of these compounds were established by spectral analysis, including two-dimensional nuclear magnetic resonance. The extract and the isolated compounds 1 and 2 showed noteworthy activity against Toxoplasma gondii intracellular parasite in mammals.The evaluation of medicinal plants used in the preparation of folk remedies has provided modern medicine with effective pharmaceuticals for the treatment of diseases caused by various parasites. Parasites are a very important problem in medical and veterinary fields. They are widespread in tropical regions and in other part of the world where HIV infections are high as opportunist parasites. The discovery and development of anticoccidial compounds are effective methods for the prevention and treatment of these problems. Toxoplasma gondii is an obligate intracellular parasite that is able to infect a wide range of mammalian and avian species [1]. In humans, Toxoplasma infections are widespread and can lead to severe disease in individuals with immature or suppressed immune systems. Consequently, toxoplasmosis became one of the major opportunistic infections of the AIDS epidemic [2]. Toxoplasmosis can also affect T. gondii negative women during pregnancy, and so it is a serious threat for embryos.

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Two labdane diterpenoids and a seco-tetranortriterpenoid from Turreanthus africanus

Cited by 33 publications

References 8 publications

Bioactive Limonoid Constituents of Munronia henryi

Bioactive Limonoid Constituents of Munronia henryi

Naturally occurring furanoditerpenoids: distribution, chemistry and their pharmacological activities

Anticoccidial constituents from the stem bark of Turraeanthus africanus

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