<big>''[[Derris]]'' Lour.</big>
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:Protologue: Fl. cochinch.: 432 (1790).
:Family: Leguminosae
:Chromosome number: ''x''= 10, 11, 12, 13;''D. acuminata'': 2''n''= 22,''D. elegans'': 2''n''= 22,''D. elliptica'': 2''n''= 20, 22, 24, 36,''D. malaccensis'': 2''n''= 22, 24,''D. robusta'':''n''= 11,''D. scandens'': 2''n''= 26,''D. trifoliata'':''n''= 10, 11, 2''n''= 22, 24
== Major species ==
*''Derris elliptica'' (Wallich) Benth., *''D. malaccensis'' (Benth.) Prain, *''D. trifoliata'' Lour.
== Vernacular names ==
*Derris, tuba root (En). *Touba (Fr)
*Indonesia: tuba
*Malaysia: tuba
== Uses ==
The rotenoids from ''Derris'' constitute an effective alternative to regular synthetic insecticide applications in horticulture and agriculture. They can be applied to control a large array of pests on a range of crops. The insecticide is applied as dust, spray, dip or bait. In cabbage it is used to control the lepidopterous ''Plutella xylostella'' (diamondback moth) and ''Pieris rapae'' . It is also used to control the aphid ''Myzus persicae'' , which is a major pest of vegetables and peaches in China. Furthermore, it is applied against borers, thrips and seedling maggots on maize, golden apple snails ( ''Pomacea'' spp.) on rice, against the tenthredinid ''Caliroa cerasi'' on apple and oriental pear ( ''Pyrus pyrifolia'' (N.L. Burman) Nakai), against cotton stainer, black bean aphids, common cutworm, earcutting caterpillar, and against ''Helluta undalis'' on broccoli. The extract is also effective against pests of stored garlic and rice. In poultry farming it can be used to kill ticks, fleas, lice, mites, flies and to control sticktight fleas. It is reported to be ineffective against bedbugs, cockroaches, scale insects and red spiders.
''D. elliptica'' and ''D. malaccensis'' are used as a fish poison throughout southern Asia and the Pacific. The pounded root is considered the strongest fish poison in South-East Asia. Rotenone is used in fisheries in the Philippines, Bangladesh and India to remove predatory and other undesired fish from rearing ponds.
''D. elliptica'' is traditionally used for antisepsis and applied to abscesses and against leprosy and itch, and sometimes as an abortifacient. The root of ''D. scandens'' is used in India to increase milk secretion after childbirth; it is crushed with or without water and the juice is given orally. The whole plant of ''D. trifoliata'' is used in India as a stimulant, anti-spasmodic and counter-irritant, and the bark against rheumatism, chronic paralysis and dysmenorrhoea, and in Papua New Guinea a decoction of the roots is applied externally against fever and internally against sores. A solution of crushed leaves of ''D. elegans'' is used to wash snake bites in Papua New Guinea. An extract from the roots of ''D. elliptica'' is reported to be employed as an ingredient of arrow poison in Borneo.
The stems are sometimes used for rough cordage. The wood of ''D. robusta'' trees is sometimes used for tea chests and implements. ''Derris'' can serve as soil improver. Lianas, including ''D. elliptica'' , may occur as weeds in forest plantations of ''Acacia'' , ''Eucalyptus'' and ''Swietenia'' .
== Production and international trade ==
Until 1930 in Indonesia, ''Derris'' was grown as single plants near houses only. Cultivation of ''Derris'' was forbidden by law, to prevent fish being eradicated by too intensive use of the roots. Around 1930, several plantation companies planned to cultivate ''Derris'' on a large scale, to produce a pesticide for use on crops where the residues of synthetic insecticides could be harmful to the consumer. Within a few years ''Derris'' became an estate crop from what was practically a wild plant. In Java and Sumatra the area planted with ''Derris'' increased from 240 ha in 1935 to 10 000 ha in 1941. By 1947, however, no regular plantations remained, since everything had been harvested during the war and no new plantations had been established.
The main producing countries in South-East Asia are Malaysia, Indonesia and the Philippines. Imports in the United States of rotenoid-containing roots, mainly from ''Derris'' , exceeded 3000 t annually in the early 1950s, and in 1963 about 1500 t of crude ''Derris'' roots and 500 t of extract were imported. The introduction of synthetic insecticides, including pyrethrin analogues, has markedly reduced the demand for plant-based insecticides over the last 40-50 years.
== Properties ==
Compounds related to rotenone, but lacking the core B-C ring system have been synthesized. They are less active than rotenone, but often still have significant levels of inhibition.
The addition of soap solution (0.1%) lowers the toxic concentration of an aqueous extract of roots for snails from 2000 ppm to 100 ppm. Ethanolic and chloroform extracts cause 100% mortality at 100 ppm and 20 ppm, respectively. An ethanolic extract is more toxic than an aqueous extract because this solvent can extract more toxic constituents from the roots. However, this is not practical for use by farmers. Besides, the ethanolic extract is very toxic to fish. Rotenone at 20 ppm causes 83% and 100% mortality in snails after 24 hours and 48 hours, respectively. Rotenone-free extracts of ''D. elliptica'' , obtained by chloroform extraction and thermal heating were found to be still toxic to snails, but not to fish.
Studies have been performed with cultured cells in order to more fully characterize the bioactive potential of rotenone. Intense cytotoxic activity was observed in lymphocytic leukaemia, carcinoma of the nasopharynx, and a number of human cancer cells, e.g. fibrosarcoma, lung cancer, colon cancer, melanoma and breast cancer cell lines. Thus, rotenone has been evaluated as a potential antitumour agent. The growth-inhibiting effect has been demonstrated both with cultured cells and experimental tumours. Rotenone is broadly cytotoxic, but no cell-type specificity has been discerned.
Numerous other compounds have also been isolated and identified, e.g. flavonoids, deguelin and maackiain. For instance, roots of ''D. elliptica'' contain the rotenoid elliptinol and tubaic acid (0.01% of air-dried root). The latter compound showed anti-microbial activity, inhibiting the growth of ''Bacillus subtilis, Staphylococcus aureus'' and ''Escherichia coli'' at high concentrations. Other tests, however, showed no antibacterial activity of ''D. elliptica'' decoctions or macerations. Several amino acids (e.g. related to pipecolic acid) have been isolated from its leaves, and also the amino-alcohol 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine (0.1% of fresh leaves). Compounds with a pyrrolidine ring structure might be of pharmacological interest, since some of them are known to have adrenolytic and vasodilating properties. Other related compounds have been found to possess antibacterial activity.
Nine pure compounds have been isolated from the roots of ''D. robusta'' : 4 isoflavones and 5 3-phenyl-4-hydroxycoumarins. The isoflavones include derrubone, robustone and robustone methyl-ether; the 3-phenyl-4-hydroxycoumarins include robustic acid and robustin. Seven pure compounds have been isolated from the stems of ''D. scandens'' , e.g. the prenylated isoflavones warangalone, 8-γ,γ-dimethylallylwighteone and 3'-γ,γ-dimethylallylwighteone, and the 3-phenyl-4-hydroxycoumarin robustic acid. All the prenylated isoflavones and robustic acid were found to be potent inhibitors of the catalytic subunit of cyclic AMP-dependent protein kinase (cAK, from rat liver, in vitro). None of the compounds, however, was able to inhibit Ca<sup>2+</sup>dependent and phospholipid-dependent protein kinase C (PKC, from rat brain, in vitro). The flavonoid compound dehydrorotenone, lupeol and a straight-chain ketone have been isolated from the roots of ''D. trifoliata'' , but these compounds seem to have no appreciable insecticidal activity. Pentacyclic triterpenoids have also been isolated, whereas the leaves of ''D. trifoliata'' have yielded the flavonoid rhamnetin 3-0-neohesperidoside. Fresh leaves of ''D. trifoliata'' contain 25 mg/g of lipid, 3 mg/g sterol and 3 mg/g triterpene. The sterol fraction consists of 1.5% cholesterol, 7.5% campesterol, 9% stigmasterol, 21.5% sitosterol and 60.5% stigmast-7-en-3β-ol, the triterpene fraction of 10% β-amyrin, 12% α-amyrin and 78% lupeol. The bark contains up to 9.5% tannin. Seeds of ''D. robusta'' contain the pyranoisoflavone derrone, the isoflavones derrugenin, robustigenin and 5-hydroxy-7-methoxyisoflavone, and rubone, a chalcone.
Aqueous extract of fruits of ''D. trifoliata'' with an LC<sub>50</sub>value of 0.002-0.003 ppt showed toxicity to fish. The LC<sub>50</sub>value for roots of ''D. elliptica'' for catfish in Bangladesh was 64-115 ppm. The toxicant in the root powder had completely detoxified in 6-7 days. Root powder is effective for eradicating predatory fishes in fish ponds at 5 ppm in fresh water and at 10-30 ppm in brackish water. ''Derris'' extract also has some fungicidal activity. The leaves of ''D. elliptica'' are said to be poisonous enough to kill cattle.
The wood of ''D. robusta'' is pale brown, with heartwood not distinctly demarcated from the sapwood. It is hard and heavy; the density is about 850 kg/m<sup>3</sup>at 15% moisture content.
== Adulterations and substitutes ==
Rotenoids are also obtained from the roots of other legumes such as ''Lonchocarpus'' , ''Millettia'' , ''Piscidia'' and ''Tephrosia'' spp. Other insecticides of plant origin used in South-East Asia are present in seeds of ''Croton tiglium'' L., stem and roots of ''Tinospora'' spp., leaves of ''Vitex negundo'' L., ''Nicotiana tabacum'' L. and ''Azadirachta indica'' A.H.L. Juss. They are also found in leaves, fruits and bark of ''Melia azedarach'' L., whole plants of ''Tanacetum cinerariifolium'' (Trev.) Schultz-Bip., ''Tagetes'' spp. and ''Lantana'' spp., and in leaves, roots and seeds of ''Annona squamosa'' L. As a fungicide, star anise ( ''Illicium verum'' Hook.f.) is more effective. Other piscicidal plants include ''Croton tiglium'' , ''Myrica esculenta'' Buch.-Ham. and ''Sapindus saponaria'' L.
== Description ==
*Woody climbers or scandent shrubs, or sometimes trees ( ''D. robusta'' ) or erect shrubs; roots up to more than 2 m long and up to 2 cm in diameter, dark reddish-brown or greyish-brown; stem of lianas up to 20 m long and up to 10 cm in diameter, often ridged and densely lenticellate. *Leaves alternate, imparipinnate with opposite leaflets, stipules small, stipels sometimes present. *Inflorescence terminal or axillary, pseudoracemose or pseudopaniculate, sometimes contracted, with flowers crowded on the short ultimate branchlets or clustered at the nodes. *Flowers bisexual, 5-merous; calyx tube usually cupular, almost toothless or with short teeth, the upper pair variably joined; corolla papilionaceous, much longer than the calyx, white, pink or purplish, standard often green at base, glabrous or hairy, wings adhering to the keel petals; stamens 10, united into a tube with openings at the base on either side of the upper filament; ovary superior, 1-loculate, with few ovules, style curved and tapering to a very small stigma. *Fruit an oval or elliptical to linear-oblong, flattened, indehiscent pod with wings along upper edge or both edges, 1-few-seeded. *Seeds usually reniform, smooth or wrinkled.
== Growth and development ==
== Other botanical information ==
''Derris'' is placed in the tribe ''Millettieae'' within the subfamily ''Papilionoideae'' . It seems closely related to ''Millettia'' and ''Lonchocarpus'' , and to ''Aganope'' (or ''Ostryocarpus'' when this originally African genus is considered as congeneric). It is characterized by the winged sutures of the pods. The genus is often subdivided into 3 sections: section ''Derris'' with about 50 species including ''D. elegans'' and ''D. trifoliolata'' , section ''Brachypterum'' (Wight & Arn.) Benth. with 3 species including ''D. robusta'' and ''D. scandens'' , and section ''Paraderris'' Miq. with 6 species including ''D. elliptica'' and ''D. malaccensis'' . The latter two sections have been raised to generic level, differing from the first one particularly in the the inflorescences and in the pods. However, new combinations for the ''Derris'' species involved have often not yet been made. Sometimes, a fourth section ''Dipteroderris'' Benth. is separated from section ''Derris'' . The 4 South American species closely related to ''Derris'' are usually classified in ''Deguelia'' .
Several other ''Derris'' species not discussed above have been mentioned as a fish poison and are occasionally used as an insecticide: ''D. acuminata'' Benth. (synonym: ''D. pubipetala'' Miq.), ''D. multiflora'' Benth. and ''D. montana'' Benth. for Indonesia, ''D. philippinensis'' Merr. for the Philippines, and ''D. amoena'' Benth. and ''D. polyantha'' Perk. for Peninsular Malaysia. ''D. ferruginea'' (Roxb.) Benth. is used in India as an insecticide.
== Ecology ==
''Derris'' grows best in regions with an annual precipitation of 2300-3300 mm and a mean annual temperature of 29°C29 °C. ''D. elliptica'' can survive dry periods of up to 4 months. This species is often confined to low altitudes, but locally (e.g. in Java) it can be found up to 1500 m altitude. ''Derris'' can be grown on a range of soils varying from coarse sand to heavy clay, but swampy and stony soils are unsuitable. ''Derris'' is sensitive to waterlogging. It prefers a rich friable loam and tolerates a pH 4.3-8. It is often found on river banks, in brushwood, forest borders and secondary forest. ''D. trifoliata'' occurs near the coast in or near mangroves.
== Propagation and planting ==
== Diseases and pests ==
Some fungal diseases are reported to damage planted ''D. elliptica'' : a rust ( ''Ustilago derrides'' ), a ''Gloeosporium'' sp. that causes the shoot tips to die, and an unidentified fungal disease that attacks cuttings in nursery beds. Pests are not serious and are easily controlled.
== Harvesting ==
== Handling after harvest ==
After harvesting, the roots are cleaned, preferably in running water, and rapidly dried in the sun or in an oven at approximately 50°C 50 °C to about 10% moisture content. Drying can be speeded up by cutting the roots into pieces up to 5 cm long. The roots can be stored in a cool and dry place. However, drying the roots seems to degrade the active constituent, particularly when stored too wet.
Rotenoid content is highest in roots 2-10 mm in diameter. So it is advisable to sort the roots into two groups before packing, those smaller and those larger than 1 cm in diameter. The roots are pressed into blocks of 100 kg or, if cut into chips, packed in bags of 50 kg. The packing material should be waterproof because a high moisture content will cause rapid deterioration. ''Dinoderus minutus'' and ''Sinoxylon anale'' beetles feed on the dried roots and can cause considerable damage. Protection is possible by fumigation. If the product is to be used in dusting or spraying, the dried roots are ground into a fine powder. The powder remains effective for a long time if it is protected against air, sunlight and moisture.
== Genetic resources and breeding ==
In South-East Asia, several ''Derris'' species are widely distributed as wild plants, but some species (particularly ''D. elliptica'' and, to a lesser extent, ''D. malaccensis'' ) have been cultivated in gardens since antiquity. This has resulted in the present situation where, e.g. in Java, wild plants of ''D. elliptica'' vary widely but have a low rotenone content (about 0.5%), whereas the cultivated plants vary little but have a high rotenone content (12-13%). Collections of both provenances are available. Hybrids between ''D. elliptica'' and ''D. malaccensis'' have shown promising results. Breeding trials have been hampered by the almost total self-incompatibility or cross-incompatibility of most cultivars of ''D. elliptica'' .
== Prospects ==
== Literature ==
* Blasko, G., Shieh, H.-L., Pezzuto, J.M. & Cordell, G.A., 1989. 13C-NMR spectral assignment and evaluation of the cytotoxic potential of rotenone. Journal of Natural Products 52(6): 1363-1366.
* Verdcourt, B., 1979. A manual of New Guinea legumes. Botany Bulletin No 11. Office of Forests, Division of Botany, Lae, Papua New Guinea. pp. 314-331.
== Selection of species ==
*[[Derris elegans (PROSEA)|''Derris elegans'']]
*[[Derris elliptica (PROSEA)|''Derris elliptica'']]
*[[Derris malaccensis (PROSEA)|''Derris malaccensis'']]
*[[Derris robusta (PROSEA)|''Derris robusta'']]
*[[Derris scandens (PROSEA)|''Derris scandens'']]
*[[Derris trifoliata (PROSEA)|''Derris trifoliata'']]
== Authors ==
*Auzay Hamid
[[Category:Medicinal plants (PROSEA)]]
[[Category:PROSEA]]