The Alkaloids of Ophiorrhiza filistipula

Аrbаin, Dаyаr; Putra, Deddi Prima; Sargent, Melvyn V.

doi:10.1071/ch9930977

Cited by 50 publications

(33 citation statements)

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“…Several Ophiorrhiza species (of the family Rubiaceae) such as O. mungos, O. filistipula, O. pumila, O. liukiuensis, O. prostrata have been reported as the new sources of CPT production (Tafur et al 1976, Arbain et al 1993, Saito et al 2001, Sudo et al 2002, Kitajima et al 2005, Beegum et al 2006, respectively. As O. japonica, one indigenous Chinese medicinal plant commonly used for ulcers, poisonous wounds and leprosy in China, belongs to Ophiorrhiza genus, it is speculated that CPT analogues may also exist in its roots.…”

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confidence: 98%

In vitro plant regeneration from leaf explants of Ophiorrhiza japonica

Kai¹,

Dai²,

Mei³

et al. 2008

Biologia plant.

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An efficient in vitro plant regeneration system from leaves of Ophiorrhiza japonica Blume was established for the first time. Callus formation rate was more than 90.4 % from leaf segments on Murashige and Skoog (MS) supplemented with either α-naphthaleneacetic acid (NAA) alone or in combination with 6-benzyladenine (BA). The highest shoot regeneration (78.9 %) was achieved on MS medium containing 2.0 mg dm -3 BA and 0.2 mg dm -3 NAA, with an average of 9.4 shoots developed per leaf segment. Shoot regeneration was also improved when the leaf explants were cultured in MS basal medium supplemented with 0.5 % (m/v) polyvinylpyrrolidone (PVP). The leaf explants from seedlings with age of about 18 -27 d showed the highest shoot regeneration. The regenerated shoots were rooted on half-strength basal MS medium supplemented with 0.5 mg dm -3 indole-3-butyric acid (IBA), which averagely produced 24.8 roots per shoot. The plantlets were transferred to soil, where 100 % survived after 1 month of acclimatization.

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confidence: 98%

In vitro plant regeneration from leaf explants of Ophiorrhiza japonica

Kai¹,

Dai²,

Mei³

et al. 2008

Biologia plant.

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“…On the basis of spectroscopic analysis, it was proposed to be an unusual N b -C20 secooxindole gelsedine-type alkaloid (15). However, during the reinvestigation of the chemical constituents of G. elegans, we found that gelsemoxonine (16) had an unusual azetidine unit (Fig. 5) [9].…”

Section: Alkaloids In Gelsemium Elegansmentioning

confidence: 97%

“…6) [9,10]. 14,15-Dihydroxygelsenicine (18) [9] was presumed to be the biosynthetic precursor of gelsemoxonine (16).…”

Section: Alkaloids In Gelsemium Elegansmentioning

confidence: 99%

“…To date, several camptothecin-producing plants, including Ophiorrhiza mungos [15] and O. filistipula [16] (Rubiaceae), have been reported. Medicinal chemistry studies of camptothecin have been actively performed [17], and, at present, two semi-synthetic camptothecins, topotecan and irinotecan, are used clinically as antitumor agents.…”

Section: Evaluation Of Cytotoxicity Of Gelsemium Alkaloidsmentioning

confidence: 99%

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Chemical studies on monoterpenoid indole alkaloids from medicinal plant resources Gelsemium and Ophiorrhiza

Kitajima

2006

J Nat Med

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We have proved that the plant of origin of ''Yakatsu'', one of the ancient medicines stored in Shosoin Repository, is Gelsemium elegans (Loganiaceae). Exhaustive investigation of the alkaloids in this plant as well as its closely related plant, G. sempervirens, resulted in the isolation of more than 50 compounds, including new gelsedine-, sarpagine-, and yohimbane-type alkaloids. Pharmacological study of representative and new Gelsemium alkaloids revealed that the gelsedine-type alkaloids exhibit potent cytotoxic activity against the A431 human epidermoid carcinoma cell line. It was found that Ophiorrhiza pumila (Rubiaceae) produces a remarkable anti-tumor alkaloid, camptothecin, and its related alkaloids, including new compounds that might be the biogenetic precursors of camptothecin. Chemical investigation of callus cultures, regenerated plants, and hairy roots of O. pumila revealed that the regenerated plants and the hairy roots produce almost the same alkaloids, including camptothecin, as do the wild-type plants.

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“…18.3 mg), 10-methoxycamptothecin (5, 4.3 mg), pumiloside (6,21.0 mg), (3R)-deoxypumiloside (7,26.3 mg) and strictosamide (8, 3.7 mg); b-carboline-type alkaloids, such as lyalosidic acid (9, 339.4 mg), ophiorine A (10, 5.6 mg), ophiorine B (11, 6.4 mg) and harman (12, 25.2 mg); and 13 known compounds (13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25). The structures of the known compounds were deduced from spectroscopic data and confirmed by comparison with those of authentic samples or reported data.…”

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confidence: 99%