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''Piper cubeba'', cubeb or tailed pepper is a plant in genus '' Piper'', cultivated for its fruit and
essential oil An essential oil is a concentrated hydrophobic liquid containing volatile (easily evaporated at normal temperatures) chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the o ...
. It is mostly grown in Java and
Sumatra Sumatra is one of the Sunda Islands of western Indonesia. It is the largest island that is fully within Indonesian territory, as well as the sixth-largest island in the world at 473,481 km2 (182,812 mi.2), not including adjacent i ...
, hence sometimes called Java pepper. The fruits are gathered before they are ripe, and carefully dried. Commercial cubeb consists of the dried berries, similar in appearance to black pepper, but with stalks attached – the "tails" in "tailed pepper". The dried pericarp is wrinkled, and its color ranges from grayish brown to black. The seed is hard, white and oily. The odor of cubeb is described as agreeable and aromatic and the taste as pungent, acrid, slightly bitter and persistent. It has been described as tasting like
allspice Allspice, also known as Jamaica pepper, myrtle pepper, pimenta, or pimento, is the dried unripe berry (botany), berry of ''Pimenta dioica'', a Canopy (forest), midcanopy tree native to the Greater Antilles, southern Mexico, and Central America, ...
, or like a cross between allspice and black pepper. Cubeb came to Europe via India through the trade with the Arabs. The name ''cubeb'' comes from Arabic ' () by way of Old French ''quibibes''. Cubeb is mentioned in alchemical writings by its Arabic name. In his ''Theatrum Botanicum'', John Parkinson tells that the king of Portugal (Possibly either Philip IV of Spain or John IV of Portugal, as that year was marked by the start of the
Portuguese Restoration War The Portuguese Restoration War ( pt, Guerra da Restauração) was the war between History of Portugal (1640–1777), Portugal and Habsburg Spain, Spain that began with the Portuguese revolution of 1640 and ended with the Treaty of Lisbon (1668), ...
) prohibited the sale of cubeb to promote black pepper (''Piper nigrum'') around 1640. It experienced a brief resurgence in 19th-century Europe for medicinal uses, but has practically vanished from the European market since. It continues to be used as a flavoring agent for
gin Gin () is a distilled alcoholic drink that derives its flavour from juniper berries (''Juniperus communis''). Gin originated as a medicinal liquor made by monks and alchemists across Europe, particularly in southern Italy, Flanders and the Ne ...
s and
cigarette A cigarette is a narrow cylinder containing a combustible material, typically tobacco, that is rolled into thin paper for smoking. The cigarette is ignited at one end, causing it to smolder; the resulting smoke is orally inhaled via the opp ...
s in the West, and as a seasoning for food in Indonesia.


History

In the fourth century BC, Theophrastus mentioned ''komakon'', including it with
cinnamon Cinnamon is a spice obtained from the inner bark of several tree species from the genus ''Cinnamomum''. Cinnamon is used mainly as an aromatic condiment and flavouring additive in a wide variety of cuisines, sweet and savoury dishes, breakfa ...
and cassia as an ingredient in aromatic confections. Guillaume Budé and Claudius Salmasius have identified ''komakon'' with cubeb, probably due to the resemblance which the word bears to the Javanese name of cubeb, ''kumukus''. This is seen as a curious evidence of Greek trade with Java in a time earlier than that of Theophrastus. Chapter XXV. It is unlikely Greeks acquired them from somewhere else, since Javanese growers protected their monopoly of the trade by sterilizing the berries by scalding, ensuring that the vines were unable to be cultivated elsewhere. In the Tang Dynasty, cubeb was brought to China from
Srivijaya Srivijaya ( id, Sriwijaya) was a Buddhist thalassocratic empire based on the island of Sumatra (in modern-day Indonesia), which influenced much of Southeast Asia. Srivijaya was an important centre for the expansion of Buddhism from the 7th t ...
. In India, the spice came to be called ''kabab chini'', that is, "Chinese cubeb", possibly because the Chinese had a hand in its trade, but more likely because it was an important item in the trade with China. In China this pepper was called both ''vilenga'', and ''vidanga'', the cognate Sanskrit word. Li Hsun thought it grew on the same tree as black pepper. Tang physicians administered it to restore appetite, cure "demon vapors", darken the hair, and perfume the body. However, there is no evidence showing that cubeb was used as a condiment in China. '' The Book of One Thousand and One Nights'', compiled in the 9th century, mentions cubeb as a remedy for infertility, showing it was already used by Arabs for medicinal purposes. Cubeb was introduced to
Arabic cuisine Arab cuisine ( ar, المطبخ العربي) is the cuisine of the Arabs, defined as the various regional cuisines spanning the Arab world, from the Maghreb to the Fertile Crescent and the Arabian Peninsula. These cuisines are centuries old an ...
around the 10th century. '' The Travels of Marco Polo'', written in late 13th century, describes Java as a producer of cubeb, along with other valuable spices. In the 14th century, cubeb was imported into Europe from the Grain Coast, under the name of pepper, by merchants of
Rouen Rouen (, ; or ) is a city on the River Seine in northern France. It is the prefecture of the Regions of France, region of Normandy (administrative region), Normandy and the Departments of France, department of Seine-Maritime. Formerly one of ...
and Lippe. Cubeb eventually came to be thought of as repulsive to demons by the people of Europe. Ludovico Maria Sinistrari, a Catholic priest who wrote about methods of exorcism in the late 17th century, includes cubeb as an ingredient in an incense to ward off an incubus.. "...Incubus none the less persisted in appearing to her constantly, in the shape of an exceptionally handsome young man. At last, among other learned men, whose advice had been taken on the subject, was a very profound Theologian who, observing that the maiden was of a thoroughly phlegmatic temperament, surmised that that Incubus was an aqueous Demon (there are in fact, as is testified by Guazzo (''Compendium Maleficarum, I. 19''), igneous, aerial, phlegmatic, earthly, and subterranean demons who avoid the light of day), and so he prescribed a continual suffumigation in the room. A new vessel, made of earthenware and glass, was accordingly introduced, and filled with sweet calamus, cubeb seed, roots of both aristolochies, great and small cardamom, ginger, long-pepper, caryophylleae, cinnamon, cloves, mace, nutmegs, calamite storax, benzoin, aloes-wood and roots, one ounce of fragrant sandal, and three quarts of half brandy and water; the vessel was then set on hot ashes in order to force forth and upwards the fumigating vapour, and the cell was kept closed. As soon as the suffumigation was done, the Incubus came, but never dared enter the cell." After the prohibition of its sale in Portugal in 1640, culinary use of cubeb decreased dramatically in Europe, and only its medicinal application continued to the 19th century. In the early 20th century, cubeb was regularly shipped from Indonesia to Europe and the United States. The trade gradually diminished to an average of annually, and practically ceased after 1940..


Chemistry

The dried cubeb berries contain essential oil comprising monoterpenes ( sabinene 50%, α- thujene, and carene) and sesquiterpenes ( caryophyllene, copaene, α- and β-cubebene, δ- cadinene, germacrene), the oxides 1,4- and 1,8- cineole and the alcohol
cubebol Cubebol is a natural sesquiterpene alcohol first identified in cubeb oil. It is also found in basil. It was patented as a cooling agent in 2001 by Firmenich, an international flavor company. The taste of cubebol is cooling and refreshing. The pa ...
. About 15% of a volatile oil is obtained by distilling cubeb with water. Cubebene, the liquid portion, has the formula C15H24 and comes in two forms, α- and β-. They differ only in the position of the alkene
moiety Moiety may refer to: Chemistry * Moiety (chemistry), a part or functional group of a molecule ** Moiety conservation, conservation of a subgroup in a chemical species Anthropology * Moiety (kinship), either of two groups into which a society is ...
, with the double-bond being endocyclic (part of the five-membered ring) in α-cubebene, as shown, but exocyclic in β-cubebene. It is a pale green viscous liquid with a warm woody, slightly camphoraceous odor. After rectification with water, or on keeping, this deposits
rhombic Rhombic may refer to: * Rhombus, a quadrilateral whose four sides all have the same length (often called a diamond) *Rhombic antenna, a broadband directional antenna most commonly used on shortwave frequencies * polyhedra formed from rhombuses, suc ...
crystals of
camphor Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the k ...
of cubeb. Cubebin (C20H20O6) is a crystalline substance existing in cubeb, discovered by
Eugène Soubeiran Eugène Soubeiran (5 December 1797, in Paris – 17 November 1859, in Paris) was a French scientist. From 1823 he served as chief pharmacist at La Pitie Hospital in Paris. In 1832 he became director of ''Pharmacie Centrale'', a drug manufacturin ...
and Hyacinthe Capitaine in 1839. It may be prepared from cubebene, or from the pulp left after the distillation of the oil. The
drug A drug is any chemical substance that causes a change in an organism's physiology or psychology when consumed. Drugs are typically distinguished from food and substances that provide nutritional support. Consumption of drugs can be via insuffla ...
, along with
gum Gum may refer to: Types of gum * Adhesive * Bubble gum * Chewing gum * Gum (botany), sap or other resinous material associated with certain species of the plant kingdom ** Gum arabic, made from the sap of ''Acacia senegal'', an Old World tree s ...
, fatty oils, and malates of magnesium and calcium, contains also about 1% of cubebic acid, and about 6% of a resin. The dose of the fruit is 30 to 60 grains, and the British Pharmacopoeia contains a tincture with a dose of 4 to 1
dram Dynamic random-access memory (dynamic RAM or DRAM) is a type of random-access semiconductor memory that stores each bit of data in a memory cell, usually consisting of a tiny capacitor and a transistor, both typically based on metal-oxid ...
.


Uses


History in folk medicine

Arab herbalists of the Middle Ages were usually versed in alchemy, and cubeb was used, under the name ''kababa'', when preparing the water of al butm . The modern use of cubeb in England was in treating gonorrhea, where its antiseptic action was of much value.
William Wyatt William Wyatt may refer to: * William Wyatt (cricketer) (1842–1908), English cricketer * William Wyatt (scholar) (1616–1685), English scholar *William Wyatt (settler) (1804–1886), Australian settler * William Wyatt (weightlifter) (1893–1989 ...
Squire wrote in 1908 that cubeb berries "act specifically on the genitourinary mucous membrane. (They are) given in all stages of gonorrhea" . ''The National Botanic Pharmacopoeia'' printed in 1921 stated that cubeb was "an excellent remedy for flour albus or whites" .


Culinary

In Europe, cubeb was one of the valuable spices during the Middle Ages. It was ground as a
seasoning Seasoning is the process of supplementing food via herbs, spices, salts, and/or sugar, intended to enhance a particular flavour. General meaning Seasonings include herbs and spices, which are themselves frequently referred to as "seasonings". Ho ...
for meat or used in sauces. A medieval recipe includes cubeb in making ''sauce sarcenes'', which consists of almond milk and several spices. "Make a thykke mylke of almondys, do hit in a pot with floure of rys, safron, gynger, macys, ''quibibis'', canel, sygure: and rynse the bottom of the disch with fat broth. Boyle the sewe byfore, and messe hit forth." As an aromatic confectionery, cubeb was often candied and eaten whole. Ocet Kubebowy, a vinegar infused with cubeb, cumin and garlic, was used for meat marinades in Poland during the 14th century . Cubeb can be used to enhance the flavor of savory soups. Cubeb reached Africa by way of the Arabs. In Moroccan cuisine, cubeb is used in savory dishes and in pastries like ''makrouts'', little diamonds of semolina with honey and dates. It also appears occasionally in the list of ingredients for the famed spice mixture '' Ras el hanout''. In
Indonesian cuisine Indonesian cuisine is a collection of various regional culinary traditions that formed the archipelagic nation of Indonesia. There are a wide variety of recipes and cuisines in part because Indonesia is composed of approximately 6,000 popula ...
, especially in Indonesian gulés (curries), cubeb is frequently used.


Cigarettes and spirits

Cubeb was frequently used in the form of
cigarette A cigarette is a narrow cylinder containing a combustible material, typically tobacco, that is rolled into thin paper for smoking. The cigarette is ignited at one end, causing it to smolder; the resulting smoke is orally inhaled via the opp ...
s for asthma, chronic pharyngitis, and
hay fever Allergic rhinitis, of which the seasonal type is called hay fever, is a type of inflammation in the nose that occurs when the immune system overreacts to allergens in the air. Signs and symptoms include a runny or stuffy nose, sneezing, red, i ...
.
Edgar Rice Burroughs Edgar Rice Burroughs (September 1, 1875 – March 19, 1950) was an American author, best known for his prolific output in the adventure, science fiction, and fantasy genres. Best-known for creating the characters Tarzan and John Carter, he ...
, being fond of smoking cubeb cigarettes, humorously stated that if he had not smoked so many cubebs, there might never have been '' Tarzan''. Marshall's Prepared Cubeb Cigarettes was a popular brand, with enough sales to still be made during World War II.. In 2000, cubeb oil was included in the list of ingredients found in cigarettes, published by the Tobacco Prevention and Control Branch of North Carolina's Department of Health and Human Services. Bombay Sapphire gin is flavored with botanicals including cubeb and grains of paradise. The brand was launched in 1987, but its maker claims that it is based on a secret recipe dating to 1761. Pertsivka, a dark brown Ukrainian pepper flavoured
horilka Horilka ( uk, горілка, be, гарэлка, ro, horincă) is a Ukrainian alcoholic beverage. The word ''horilka'' may also be used in a generic sense in the Ukrainian language to mean vodka or other strong spirits and etymologically is ...
with a burning taste, is prepared from infusion of cubeb and capsicum peppers.


Other

Cubeb is sometimes used to
adulterate An adulterant is caused by the act of adulteration, a practice of secretly mixing a substance with another. Typical substances that are adulterated include but are not limited to food, cosmetics, pharmaceuticals, fuel, or other chemicals, that ...
the
essential oil An essential oil is a concentrated hydrophobic liquid containing volatile (easily evaporated at normal temperatures) chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the o ...
of patchouli, which requires caution for patchouli users. In turn, cubeb is adulterated by ''Piper baccatum'' (also known as the "climbing pepper of Java") and ''Piper caninum''.


See also

* Domesticated plants and animals of Austronesia


References


Notes


Works cited

* . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . * . Attribution * {{Taxonbar, from=Q161927 African cuisine Arab cuisine Edible nuts and seeds Flora of the Lesser Sunda Islands Indonesian cuisine Medicinal plants of Asia Medieval cuisine Spices cubeba