Antimalarial Agents from Plants. III. Trichothecenes from<i>Ficus fistulosa</i>and<i>Rhaphidophora decursiva</i>

Zhang, Hongjie; Tamez, Pamela A.; Aydoğmuş, Zeynep; Tan, Ghee Teng; Saikawa, Yoshirou; Hashimoto, Kimiko; Nakata, Masaya; Hùng, Nguyễn Văn; Xuan, Le Thi; Cường, Nguyễn Mạnh; Soejarto, Djaja D.; Pezzuto, John M.; Fong, Harry H. S.

doi:10.1055/s-2002-36350

Cited by 50 publications

(40 citation statements)

References 17 publications

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“…Rhaphidecursinols A (11) and B (12), grandisin (13), epigrandisin (14) and decursivine (15) also showed activities against P. falciparum (D6 and W2) with IC50 values of 3.4-12.9 μM and cytotoxicity of ED50 values of 23.9-37.0 μM against KB cells with an exception of compound 14, which showed no antimalarial activity against D6 strain at 23 μM. According to the further investigation of Zhang et al [24], a potent but toxic trichothecene compound, roridin E (3) was identified from the same plant extract (Figure 2). The investigators determined that the compound was able to inhibit parasite growth with IC50 values in the sub-nano molar range.…”

Section: Araceae Familymentioning

confidence: 95%

“…For example, polysyphorin (1) and rhaphidecurperoxin (2), isolated from Rhaphidophora decursiva (Araceae), showed antimalarial activities of 0.37 and 0.42 µg/mL against the W2 clones of P. falciparum, respectively ( Figure 2) [22]. Two trichothecenes, roridin E (3) from Rhaphidophora decursiva (Araceae) and verrucarin L acetate (4) from Ficus fistulosa (Moraceae), were found to potently inhibit the parasite growth with IC50 values in the sub-nano molar range [24]. De-replication to avoid duplication of previous efforts is an essential step in drug discovery protocols.…”

Section: Introductionmentioning

confidence: 99%

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Antimalarial Activity of Plant Metabolites

Pan¹,

Xu²,

Shi³

et al. 2018

Preprint

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Malaria, as a major global health problem, continues to affect a large number of people each year, especially those in the developing countries. Effective drug discovery is still one of the main efforts to control malaria. As natural products are still considered as a key source for discovery and development of therapeutic agents, we have evaluated more than 2,000 plant extracts against Plasmodium falciparum. As a result, we discovered dozens of plant leads that displayed antimalarial activity. Our phytochemical study of some of these plant extracts led to identification of several potent antimalarial compounds. The prior comprehensive review article entitled "Antimalarial activity of plant metabolites" by Schwikkard and Van Heerden (2002) reported structures of plant-derived compounds with antiplasmodial activity and covered literature up to the year 2000. As a continuation of this effort, the present review covers the antimalarial compounds isolated from plants, including marine plants, reported in the literatures from 2001 to the end of 2017. During the span of the last 17 years, 175 antiplasmodial compounds were discovered from plants. These active compounds are organized in our review article according to their plant families. In addition, we also include ethnobotanical information of the antimalarial plants discussed.

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Section: Araceae Familymentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Antimalarial Activity of Plant Metabolites

Pan¹,

Xu²,

Shi³

et al. 2018

Preprint

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“…Alkaloids [2 -7], flavonoids [8 -15], coumarins [16 -18], phenylpropanoids [19], lignans [13] [20], chromones [9] [11], triterpenoids [21 -28], sesquiterpenoids [29], and monoterpenoids [30] [31] are widely distributed in plants of the genus Ficus. Some isolates exhibited biological activities, including antioxidant [27] [32], anti-inflammatory [33] [34], cytotoxicity [4] [9], antibacterial [10], antimalaria [2] [34] [35], and antidiabetic activities [36]. However, the chemical constituents and biological activities of F. nervosa have never been investigated.…”

Section: Secondary Metabolites and Antimycobacterial Activities From mentioning

confidence: 99%

Secondary Metabolites and Antimycobacterial Activities from the Roots of Ficus nervosa

Chen

Cheng

Peng

et al. 2010

Chemistry & Biodiversity

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Bioassay-guided fractionation of the active AcOEt-soluble layer led to the isolation of two new pyranocoumarins, 3-hydroxyxanthyletin (1) and 3-methoxyxanthyletin (2), along with 22 known compounds including four simple coumarins, i.e., xanthyletin (3), umbelliferone (4), scopoletin (5), and (+)-(S)-marmesin (6); nine flavonoids, i.e., carpachromene (7), parvisoflavone B (8), alpinumisoflavone (9) genistein (10), 2'-hydroxygenistein (11), prunetin (12), cajanin (13), apigenin (14), and (2S)-naringenin (15); three benzenoids, i.e., 4-hydroxybenzaldehyde (16), vanillin (17), and (S)-lasiodiplodin (18); five steroids, i.e., ergosterol peroxide (19), a mixture of 6beta-hydroxystigmast-4-en-3-one (20) and 6beta-hydroxystigmasta-4,22-dien-3-one (21), and a mixture of beta-sitosterol (22) and stigmasterol (23); and one triterpenoid, i.e., oleanolic acid (24) from the roots of Ficus nervosa. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR as well as MS analyses. Among these isolates, 3-hydroxyxanthyletin (1), genistein (10), prunetin (12), and (2S)-naringenin (15) showed antimycobacterial activities against Mycobacterium tuberculosis H(37)R(V) in vitro with MIC values of 16, 35, 30, and < or =2.8 microg/ml, respectively.

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“…ex Bl. (Moraceae) [5], Nauclea orientalis (L.) L. (Rubiaceae) [6], Grewia bilamellata Gagnep. (Tiliaceae) [7], and Rourea minor (Gaertn) Aubl.…”

unclassified

“…The coupling constant (J ¼ 6.16) of HÀC(7') and HÀC(8') suggested a cisconfiguration, which was supported by the NOE effect between HÀC(7') and HÀC(8'). Thus, diospyrosin (2) was determined to be (E)-3-[(6aR*,11aR*)(6a,11a-dihydro-2,10-dimethoxy-6H-benzo [4,5]furo[3,2-c]chromen-8-yl]prop-2-enal, which is a new neolignan.…”

mentioning

confidence: 99%

Study of Antimalarial Activity of Chemical Constituents from Diospyros quaesita

Musoke

Tan

Sydara

et al. 2008

Chemistry & Biodiversity

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Bioassay-directed fractionation led to the isolation of seven compounds from a sample of the dried leaves, twigs, and branches of Diospyros quaesita Thw. (Ebenaceae). One of the isolates, betulinic acid 3-caffeate (1), showed in vitro antimalarial activity against Plasmodium falciparum clones D(6) (chloroquine-sensitive) and W(2) (chloroquine-resistant) with IC(50) values of 1.40 and 0.98 microM, respectively. Evaluation of compound 1 in the human oral epidermoid (KB) cancer cell line revealed cytotoxicity at ED(50) of 4.0 microM. In an attempt to reduce the cytotoxicity of 1, the acetylated derivative 1a and betulinic acid (1b) were prepared. Of the seven isolates, diospyrosin (2) was determined to be a new neolignan. In addition to 1, other known compounds isolated in this study were pinoresinol, lariciresinol, N-benzoyl-L-phenylalaninol, scopoletin, and poriferast-5-en-3beta,7alpha-diol. The structure of 2 was elucidated based on spectroscopic data analysis including 1D- and 2D-NMR, and HR-ESI-MS.

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Antimalarial Agents from Plants. III. Trichothecenes fromFicus fistulosaandRhaphidophora decursiva

Cited by 50 publications

References 17 publications

Antimalarial Activity of Plant Metabolites

Antimalarial Activity of Plant Metabolites

Secondary Metabolites and Antimycobacterial Activities from the Roots of Ficus nervosa

Study of Antimalarial Activity of Chemical Constituents from Diospyros quaesita

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