MEDICINAL PLANTS AS A SOURCE OF ANTIMICROBIAL AGENTS Under supervision PROF.DR.Mohamed Hisham EL Masry By Wesam Said Ebrahim BRIEF HISTORY Hippocrates (in the late fifth century B.C.) mentioned 300 to 400 medicinal plants Dioscorides wrote De Materia Medica, a medicinal plant catalog The Bible offers descriptions of approximately 30 healing plants During the Dark Ages,the Arab world continued to excavate their own older works and to build upon them. MAJOR GROUPS OF ANTIMICROBIAL COMPOUNDS FROM PLANTS PLANTS HAVE ANTIMICROBIAL ACTIVITY Allium cepa (onion) Allium sativum (garlic) PLANTS HAVE ANTIMICROBIAL ACTIVITY Aloe vera (aloe) PLANTS HAVE ANTIMICROBIAL ACTIVITY Camellia sinensis (green tea) Capsicum annuum (chili peppers) PLANTS HAVE ANTIMICROBIAL ACTIVITY Carum carvi(Caraway) Cinnamomum verum (Ceylon cinnamon) PLANTS HAVE ANTIMICROBIAL ACTIVITY Lawsonia inermis (henna) Matricaria chamomilla (chamomile) PLANTS HAVE ANTIMICROBIAL ACTIVITY Olea europaea (Olive oil) Vicia faba (Fava bean) Scientific name Allium cepa Allium sativum Aloe barbadensis, Aloe vera Anacardium pulsatilla Camellia sinensis Common name Compound Class Activity Onion Allicin Sulfoxide Bacteria, Candida Garlic Allicin, ajoene Aloe Latex Complex mixture Cashew Salicylic acids Polyphenols Green tea Catechin Flavonoid Sulfoxide, Sulfated terpenoids General Corynebacterium, Salmonella, Streptococcus, S. aureus P. acnes Bacteria, fungi General ,Shigella Vibrio , S. mutans Viruses Capsicum annuum Carum carvi Cinnamomum verum Lawsonia inermis Chili peppers, paprika Capsaicin Caraway Terpenoid Bacteria Coumarins Bacteria, fungi, viruses Ceylon cinnamon Essential oils, others Terpenoids, tannins General Henna Gallic acid Phenolic S. aureus Phenolic acid M. tuberculosis, S. typhimurium, S. aureus, Matricaria chamomilla Chamomile Anthemic acid helminths Olea europaea Olive oil Hexanal Thyme Caffeic acid Thymol Tannins Thymus vulgaris Vicia faba Fava bean Fabatin Aldehyde General Terpenoid Phenolic alcohol Polyphenols Viruses, bacteria, fungi Flavones Thionin Plants containing antimicrobial activity Bacteria MAJOR GROUPS OF ANTIMICROBIAL COMPOUNDS FROM PLANTS Plants have an almost limitless ability to synthesize aromatic substances these substances serve as: plant defense mechanisms against predation by microorganisms, insects, and herbivores. Some, such as terpenoids, give plants their odors; others (quinones and tannins) are responsible for plant pigment. Many compounds are responsible for plant flavor (e.g., the terpenoid capsaicin from chili peppers) MAJOR GROUPS OF ANTIMICROBIAL COMPOUNDS FROM PLANTS Phenolics and Polyphenols Terpenoids and Essential Oils Alkaloids Lectins and Polypeptides Mixtures PHENOLICS AND POLYPHENOLS 1-Simple phenols and phenolic acids. 2-Quinones 3-Flavones, flavonoids, and flavonols 4-Tannins. 5-Coumarins. PHENOLICS AND POLYPHENOLS 1-Simple phenols and phenolic acids the simplest bioactive phytochemicals consist of a single substituted phenolic ring. Ex. Cinnamic and caffeic acids( in tarragon and thyme ) , which is effective against viruses, bacteria,and fungi. PHENOLICS AND POLYPHENOLS Catechol (2 OH )and pyrogallol (3OH) both are hydroxylated phenols, shown to be toxic to microorganisms. Catechol (2 OH ) OH pyrogallol (3OH) Toxicity The mechanisms thought to be responsible for phenolic toxicity to microorganisms include enzyme inhibition PHENOLICS AND POLYPHENOLS 2-Quinones aromatic rings with two ketone substitutions highly reactive Colored responsible for the browning reaction in cut or injured fruits and vegetables are an intermediate in the melanin synthesis pathway in human skin THE MELANIN SYNTHESIS PATHWAY IN HUMAN SKIN PHENOLICS AND POLYPHENOLS ex Hypericin (Hypericum perforatum) antidepressant, and has antimicrobial properties PHENOLICS AND POLYPHENOLS 3-Flavones, flavonoids, and flavonols Flavones are phenolic structures containing one carbonyl group flavonol = flavones + 3-hydroxyl group Flavonoids are also hydroxylated phenolic substances but occur as a C6-C3 unit linked to an aromatic ring. Flavone Flavonol PHENOLICS AND POLYPHENOLS 3-Flavones, flavonoids, and flavonols synthesized by plants in response to microbial infection effective antimicrobial substances against a wide array of microorganisms. Mechanism complex with extracellular and soluble proteins and complex with bacterial cell walls PHENOLICS AND POLYPHENOLS ex Catechins in green teas inhibited in vitro Vibrio cholerae O1, Streptococcus mutans, Shigella, and other bacteria and microorganisms in vivo tests of conventional rats,the rats were fed a diet containing 0.1% tea catechins, fissure caries (caused by S. mutans) was reduced by 40% PHENOLICS AND POLYPHENOLS 4-Tannins. polymeric phenolic substances tanning leather or precipitating gelatin from solution complex with proteins through so-called nonspecific forces such as hydrogen bonding and hydrophobic effects PHENOLICS AND POLYPHENOLS Tannis inhibit insect growth and disrupt digestive events in ruminal animals (in plants) toxic to filamentous fungi, yeasts,and bacteria Condensed tannins have been determined to bind cell walls of ruminal bacteria, preventing growth and protease activity PHENOLICS AND POLYPHENOLS 5-Coumarins Coumarins are phenolic substances made of fused benzene and a-pyrone rings Warfarin is a particularly well-known coumarin which is used both as an oral anticoagulant and, interestingly,as a rodenticide & also have antiviral effects TERPENOIDS AND ESSENTIAL OILS Terpenes general chemical structure is C10H16, and they occur as diterpenes, triterpenes, and tetraterpenes (C20, C30, and C40) additional elements, usually oxygen+ Terpenes = terpenoids ex Camphor (monoterpenes) Terpenenes or terpenoids are active against bacteria ,fungi ,viruses ,and protozoa ALKALOIDS Heterocyclic nitrogen compounds alkaloids, commonly isolated from the plants of the Ranunculaceae family are commonly found to have antimicrobial properties . LECTINS AND POLYPEPTIDES Peptides which are inhibitory to microorganisms were first reported in 1942 Their mechanism of action may be the formation of ion channels in the microbial membrane or competitive inhibition of adhesion of microbial proteins to host polysaccharide receptors Polypeptides mechanism of action LECTINS AND POLYPEPTIDES Lectins are proteins or glycoprotiens Both have antibacterial and antifungal activity Ricin MIXTURES chewing stick within one stick the chemically active component may be heterogeneous The active component of the Nigerian chewing stick (Fagara zanthoxyloides) was found to consist of various alkaloids